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Journal articles on the topic 'Allenic ketones'

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Author: Grafiati

Published: 10 December 2022

Last updated: 28 January 2023

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1

Bernard, Didier, and Alain Doutheau. "New preparation of α-allenic ketones." Tetrahedron Letters 26, no. 40 (January 1985): 4923–24. http://dx.doi.org/10.1016/s0040-4039(00)94986-4.

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2

Fan, Xuesen, Yan He, and Xinying Zhang. "Recent Advances in the Reactions of 1,2-Allenic Ketones and α-Allenic Alcohols." Chemical Record 16, no. 3 (May 27, 2016): 1635–46. http://dx.doi.org/10.1002/tcr.201500301.

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3

Tang, Xiaodong, Huanzhen Ni, and Yixin Lu. "Phosphine-catalyzed enantioselective [4 + 1] annulation of oxindoles with allenic ketones for the construction of spirocyclopentene oxindoles." Organic Chemistry Frontiers 8, no. 16 (2021): 4485–89. http://dx.doi.org/10.1039/d1qo00669j.

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4

Li, Shengxiao, Xin-Xing Wu, and Shufeng Chen. "Base-promoted direct synthesis of functionalized N-arylindoles via the cascade reactions of allenic ketones with indoles." Organic & Biomolecular Chemistry 17, no. 4 (2019): 789–93. http://dx.doi.org/10.1039/c8ob02921k.

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5

Wang, Qiang, Tao Zhang, Yunchang Fan, and Xuesen Fan. "Synthesis of functionalized cyclopentenes through allenic ketone-based multicomponent reactions." Organic & Biomolecular Chemistry 16, no. 45 (2018): 8854–58. http://dx.doi.org/10.1039/c8ob02259c.

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6

Crandall, Jack K., and Maher Mualla. "Reductive cyclizations of allenic ketones by dissolving metals." Tetrahedron Letters 27, no. 20 (1986): 2243–46. http://dx.doi.org/10.1016/s0040-4039(00)84497-4.

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7

Kanai, M., M. Shibasaki, D. Zhao, and K. Oisaki. "Reductive Aldol Reaction of Allenic Esters to Ketones." Synfacts 2007, no. 2 (February 2007): 0171. http://dx.doi.org/10.1055/s-2006-955837.

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8

Trifonov, Latchezar S., Alexander S. Orahovats, Anthony Linden, and Heinz Heimgartner. "Carbonyliron Complexation and Carbonyl Insertion of Allenic Ketones." Helvetica Chimica Acta 75, no. 6 (October 2, 1992): 1872–79. http://dx.doi.org/10.1002/hlca.19920750613.

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9

Wang, Qiang, Xiaonan Shi, Xinying Zhang, and Xuesen Fan. "A convenient synthesis of 1-aryl-1H-1,2,3-triazoles from aliphatic substrates." Org. Biomol. Chem. 15, no. 40 (2017): 8529–34. http://dx.doi.org/10.1039/c7ob02035j.

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10

Elsner, Petteri, Luca Bernardi, Giorgio Dela Salla, Jacob Overgaard, and Karl Anker Jørgensen. "Organocatalytic Asymmetric Conjugate Addition to Allenic Esters and Ketones." Journal of the American Chemical Society 130, no. 14 (April 2008): 4897–905. http://dx.doi.org/10.1021/ja710689c.

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11

Goh, Jeffrey, Seng Kheong Ong, Yan Sheng Tan, and Teck-Peng Loh. "Catalyst-free C–N bond formation under biocompatible reaction conditions." Green Chemistry 24, no. 8 (2022): 3321–25. http://dx.doi.org/10.1039/d2gc00027j.

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A C–N bond formation reaction under benign conditions for the amination of allenic ketones to access enaminones is reported. This reaction is atom economical, green, highly regioselective and works well with many structurally crucial amines.

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12

Cristau, Henri-Jean, Marie Fonte, and Eliane Torreilles Et Jacques Viala. "Umpolung of α-Allenic Ketones and Esters by Phosphorus Groups." Phosphorus and Sulfur and the Related Elements 30, no. 3-4 (April 1987): 666. http://dx.doi.org/10.1080/03086648708079160.

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13

TRIFONOV, L. S., A. S. ORAHOVATS, A. LINDEN, and H. HEIMGARTNER. "ChemInform Abstract: Carbonyliron Complexation and Carbonyl Insertion of Allenic Ketones." ChemInform 24, no. 2 (August 21, 2010): no. http://dx.doi.org/10.1002/chin.199302244.

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14

Wallace, Debra J., Rachel L. Sidda, and Robert A. Reamer. "Phosphine-Catalyzed Cycloadditions of Allenic Ketones: New Substrates for Nucleophilic Catalysis." Journal of Organic Chemistry 72, no. 3 (February 2007): 1051–54. http://dx.doi.org/10.1021/jo062170l.

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15

Cui, Liang-Yan, Sheng-Hai Guo, Bin Li, Xin-Ying Zhang, and Xue-Sen Fan. "Synthesis of cyclopentenyl and cyclohexenyl ketones via [3+2] and [4+2] annulations of 1,2-allenic ketones." Chinese Chemical Letters 25, no. 1 (January 2014): 55–57. http://dx.doi.org/10.1016/j.cclet.2013.10.008.

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16

Denichoux, Aurélien, Franck Ferreira, and Fabrice Chemla. "Double Deprotonation of Acetylenic Oxiranes: Synthesis of Allenic Ketones through Dilithio Ynenolates." Organic Letters 6, no. 20 (September 2004): 3509–12. http://dx.doi.org/10.1021/ol048630j.

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17

Larock, Richard C., Min Shine Chow, and Sarah J. Smith. "Mercury in organic chemistry. 33. A convenient synthesis of allenic and propargylic ketones via acylation of propargylic and allenic organomercurials, respectively." Journal of Organic Chemistry 51, no. 13 (June 1986): 2623–24. http://dx.doi.org/10.1021/jo00363a052.

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18

Gao, Shuxu, Yu Liu, and Shengming Ma. "CuCl-catalyzed aerobic oxidation of 2,3-allenols to 1,2-allenic ketones with 1:1 combination of phenanthroline and bipyridine as ligands." Beilstein Journal of Organic Chemistry 7 (April 7, 2011): 396–403. http://dx.doi.org/10.3762/bjoc.7.51.

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Abstract:

A protocol has been developed to prepare 1,2-allenyl ketones using molecular oxygen in air or pure oxygen as the oxidant from 2,3-allenylic alcohols with moderate to good yields under mild conditions. In this reaction CuCl (20 mol %) with 1,10-phenanthroline (10 mol %) and bipyridine (10 mol %) was used as the catalyst. It is interesting to observe that the use of the mixed ligands is important for the higher yields of this transformation: With the monoligand approach developed by Markó et al., the yields are relatively lower.

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19

Cui, Liang-Yan, Sheng-Hai Guo, Bin Li, Xin-Ying Zhang, and Xue-Sen Fan. "ChemInform Abstract: Synthesis of Cyclopentenyl and Cyclohexenyl Ketones via [3 + 2] and [4 + 2] Annulations of 1,2-Allenic Ketones." ChemInform 45, no. 29 (July 3, 2014): no. http://dx.doi.org/10.1002/chin.201429034.

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20

Sugita, Toshio, Mitsuru Eida, Hiroshi Ito, Naoki Komatsu, Kazuaki Abe, and Masakazu Suama. "Regioselectivity of addition of thiols and amines to conjugated allenic ketones and esters." Journal of Organic Chemistry 52, no. 17 (August 1987): 3789–93. http://dx.doi.org/10.1021/jo00226a012.

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21

Pattenden, Gerald, and Graeme M. Robertson. "Synthesis of functionalised cyclopentanes by intramolecular radical-mediated cyclisations of terminal allenic ketones." Tetrahedron 41, no. 19 (January 1985): 4001–11. http://dx.doi.org/10.1016/s0040-4020(01)97179-0.

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22

Aurrecoechea, JoséM, Eva Alonso, and Mónica Solay. "Synthesis of allenic diols by samarium diiodide-promoted coupling between alkynyloxiranes and ketones." Tetrahedron 54, no. 15 (April 1998): 3833–50. http://dx.doi.org/10.1016/s0040-4020(98)00110-0.

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23

Wang, Xin, Mengxue Lu, Qin Su, Minghui Zhou, Yesu Addepalli, Weijun Yao, Zhen Wang, and Yixin Lu. "Phosphine‐Catalyzed [4+2] Cycloadditions of Allenic Ketones: Enantioselective Synthesis of Functionalized Tetrahydropyridines." Chemistry – An Asian Journal 14, no. 19 (September 18, 2019): 3409–13. http://dx.doi.org/10.1002/asia.201901104.

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24

Zhao, Dongbo, Kounosuke Oisaki, Motomu Kanai, and Masakatsu Shibasaki. "Dramatic Ligand Effect in Catalytic Asymmetric Reductive Aldol Reaction of Allenic Esters to Ketones." Journal of the American Chemical Society 128, no. 45 (November 2006): 14440–41. http://dx.doi.org/10.1021/ja0652565.

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25

Kumar, K., S. Kaur, and M. P. S. Ishar. "A Convenient and Practical Route to Novel α-Allenic Ketones through a Wittig Reaction." Synlett 1999, no. 8 (August 1999): 1237–38. http://dx.doi.org/10.1055/s-1999-2805.

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26

Yi, Yu-Ping, Yan Zheng, Jing Nie, and Jun-An Ma. "Oxone-promoted hydration of electron-deficient allenic esters and ketones into 1,3-dicarbonyl compounds." Tetrahedron Letters 56, no. 30 (July 2015): 4523–26. http://dx.doi.org/10.1016/j.tetlet.2015.05.120.

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27

Wolff, Steven, and William C. Agosta. "3(2H)-Furanones from mercuric acetate oxidation of allenic ketones. A synthesis of bullatenone." Tetrahedron Letters 26, no. 6 (January 1985): 703–4. http://dx.doi.org/10.1016/s0040-4039(00)89113-3.

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28

Diaf, Ilhem, Gilles Lemière, and Elisabet Duñach. "Metal-Triflate-Catalyzed Synthesis of Polycyclic Tertiary Alcohols by Cyclization of γ-Allenic Ketones." Angewandte Chemie 126, no. 16 (March 12, 2014): 4261–64. http://dx.doi.org/10.1002/ange.201310724.

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29

Fan, Xuesen, Meng Yan, Yan He, Nana Shen, and Xinying Zhang. "Synthesis of Functionalized Phenols via the Cascade Reactions of Allenic Ketones with β-Diketones." Asian Journal of Organic Chemistry 4, no. 4 (February 18, 2015): 368–76. http://dx.doi.org/10.1002/ajoc.201500001.

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30

Diaf, Ilhem, Gilles Lemière, and Elisabet Duñach. "Metal-Triflate-Catalyzed Synthesis of Polycyclic Tertiary Alcohols by Cyclization of γ-Allenic Ketones." Angewandte Chemie International Edition 53, no. 16 (March 12, 2014): 4177–80. http://dx.doi.org/10.1002/anie.201310724.

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31

Zhang, Xinying, Xuefei Jia, Liangliang Fang, Nan Liu, Jianji Wang, and Xuesen Fan. "Tandem Reactions of 1,2-Allenic Ketones Leading to Substituted Benzenes and α,β-Unsaturated Nitriles." Organic Letters 13, no. 19 (October 7, 2011): 5024–27. http://dx.doi.org/10.1021/ol201789z.

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32

AURRECOECHEA, J. M., E. ALONSO, and M. SOLAY. "ChemInform Abstract: Synthesis of Allenic Diols by Samarium Diiodide-Promoted Coupling Between Alkynyloxiranes and Ketones." ChemInform 29, no. 29 (June 20, 2010): no. http://dx.doi.org/10.1002/chin.199829075.

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33

Liu, Yan-Qing, Qing-Zhu Li, Xin-Xin Kou, Rong Zeng, Ting Qi, Xiang Zhang, Cheng Peng, Bo Han, and Jun-Long Li. "Radical Acylalkylation of 1,3-Enynes To Access Allenic Ketones via N-Heterocyclic Carbene Organocatalysis." Journal of Organic Chemistry 87, no. 8 (March 29, 2022): 5229–41. http://dx.doi.org/10.1021/acs.joc.2c00037.

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34

Shi, Yong-Ling, and Min Shi. "DABCO-Catalyzed Reaction of Allenic Esters and Ketones with SalicylN-Tosylimines: Synthesis of Highly Functionalized Chromenes." Organic Letters 7, no. 14 (July 2005): 3057–60. http://dx.doi.org/10.1021/ol051044l.

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35

Yi, Yu-Ping, Yan Zheng, Jing Nie, and Jun-An Ma. "ChemInform Abstract: Oxone-Promoted Hydration of Electron-Deficient Allenic Esters and Ketones into 1,3-Dicarbonyl Compounds." ChemInform 46, no. 45 (October 22, 2015): no. http://dx.doi.org/10.1002/chin.201545080.

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36

Fan, Xuesen, Meng Yan, Yan He, Nana Shen, and Xinying Zhang. "ChemInform Abstract: Synthesis of Functionalized Phenols via the Cascade Reactions of Allenic Ketones with β-Diketones." ChemInform 46, no. 49 (November 19, 2015): no. http://dx.doi.org/10.1002/chin.201549057.

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37

Zhang, Xin Ying, Ying Ying Qu, Yang Yang Wang, and Xue Sen Fan. "Synthesis of 1,2-allenic ketones through oxidation of homopropargyl alcohols with CrO3(cat.)/TBHP under MWI." Chinese Chemical Letters 22, no. 3 (March 2011): 268–71. http://dx.doi.org/10.1016/j.cclet.2010.09.032.

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38

Sahoo, Sushree Ranjan, and Debayan Sarkar. "Revisiting the Addition of in-situ Nucleophiles to Allenic Ketones: An Entry Towards Synthesis of Benzodioxins." European Journal of Organic Chemistry 2020, no. 11 (March 10, 2020): 1727–31. http://dx.doi.org/10.1002/ejoc.202000076.

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39

Diaf, Ilhem, Gilles Lemiere, and Elisabet Dunach. "ChemInform Abstract: Metal-Triflate-Catalyzed Synthesis of Polycyclic Tertiary Alcohols by Cyclization of γ-Allenic Ketones." ChemInform 45, no. 40 (September 18, 2014): no. http://dx.doi.org/10.1002/chin.201440042.

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40

Kumar, K., S. Kaur, and M. P. S. Ishar. "ChemInform Abstract: A Convenient and Practical Route to Novel α-Allenic Ketones Through a Wittig Reaction." ChemInform 30, no. 49 (June 12, 2010): no. http://dx.doi.org/10.1002/chin.199949091.

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41

Zhang, Tao, and Qiang Wang. "[Bmim]ZnBr3-Promoted Tandem Reaction of Enaminoester and Allenic Ketones for the Synthesis of Substituted Nicotinate Derivatives." Chinese Journal of Organic Chemistry 38, no. 2 (2018): 498. http://dx.doi.org/10.6023/cjoc201709019.

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42

Wang, Qiang, Zhouqing Xu, and Xuesen Fan. "Selective synthesis of oxygen-containing heterocycles via tandem reactions of 1,2-allenic ketones with ethyl 4-chloroacetoacetate." RSC Advances 3, no. 13 (2013): 4156. http://dx.doi.org/10.1039/c3ra23432k.

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43

Jin, Nari, Tomonori Misaki, and Takashi Sugimura. "1,4-Addition Reaction of 5H-Oxazol-4-ones to Allenic Esters and Ketones Catalyzed by Chiral Guanidines." Chemistry Letters 42, no. 8 (August 5, 2013): 894–96. http://dx.doi.org/10.1246/cl.130295.

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44

Zhang, Xinying, Xuefei Jia, Liangliang Fang, Nan Liu, Jianji Wang, and Xuesen Fan. "ChemInform Abstract: Tandem Reactions of 1,2-Allenic Ketones Leading to Substituted Benzenes and α,β-Unsaturated Nitriles." ChemInform 43, no. 6 (January 13, 2012): no. http://dx.doi.org/10.1002/chin.201206061.

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45

Fan, Xuesen, Qiang Wang, and Lei Yang. "Selective Synthesis of 3-Methylene-2,3-dihydrofurans or 1,2,4-Trisubstituted Furans via Tandem Reactions of Allenic Ketones with α-Chloro β-Keto Esters or Ketones." Synlett 25, no. 05 (February 10, 2014): 687–92. http://dx.doi.org/10.1055/s-0033-1340671.

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46

Ma, Shengming, and Shichao Yu. "Sc(OTf)3-Catalyzed Indolylation of 1,2-Allenic Ketones: Controlled Highly Selective Synthesis of β-Indolyl-α,β-unsaturetated (E)-Enones and β,β-Bisindolyl Ketones." Organic Letters 7, no. 22 (October 2005): 5063–65. http://dx.doi.org/10.1021/ol052073z.

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47

Malhotra, Deepika, Le-Ping Liu, and Gerald B. Hammond. "Tandem Michael Addition/Aldol Reaction of Allenic Ketones with Alkyl Vinyl Ketones: Versatile Synthesis of 2-Alkynyl 1,5-Diketones, 4-Alkynyl-3-hydroxycyclohexanones and 4-Alkynylcyclohexenones." European Journal of Organic Chemistry 2010, no. 35 (October 21, 2010): 6855–62. http://dx.doi.org/10.1002/ejoc.201001161.

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48

Zhao, Gui-Ling, Yong-Ling Shi, and Min Shi. "Synthesis of Functionalized 2H-1-Benzopyrans by DBU-Catalyzed Reactions of Salicylic Aldehydes with Allenic Ketones and Esters." Organic Letters 7, no. 20 (September 2005): 4527–30. http://dx.doi.org/10.1021/ol051920v.

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49

Zhang, Fa-Guang, Yi Wei, Yu-Ping Yi, Jing Nie, and Jun-An Ma. "Regioselective Cycloaddition of Trifluorodiazoethane with Electron-Deficient Allenic Esters and Ketones: Access to CF3-Substituted Pyrazolines and Pyrazoles." Organic Letters 16, no. 11 (May 21, 2014): 3122–25. http://dx.doi.org/10.1021/ol501249h.

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50

Duan, Shitao, Yuanshuang Xu, Xinying Zhang, and Xuesen Fan. "Facile and regioselective synthesis of functionalized benzenes via cascade reactions of 1,2-allenic ketones with 4-sulfonyl crotonates." Tetrahedron 74, no. 30 (July 2018): 4029–35. http://dx.doi.org/10.1016/j.tet.2018.06.009.

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