Rh(II)/Br?nsted Acid Cocatalyzed Intramolecular Trapping of Ammonium Ylides with Enones: Diastereoselective Synthesis of 2,2,3-Trisubstituted Indolines

Liqin Jiang; Renqi Xu; Zhenghui Kang; Yixiao Feng; Fengxia Sun; Wenhao Hu

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Rh(II)/Br?nsted Acid Cocatalyzed Intramolecular Trapping of Ammonium Ylides with Enones: Diastereoselective Synthesis of 2,2,3-Trisubstituted Indolines

机译：RH（II）/ BR？NSTED酸性酸性酸铵与肿块的分子内诱捕：2,3-三取代的吲哚胺的非对映选择性合成

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摘要

Highly diastereoselective intramolecular trapping of ammonium ylides with enones has been developed through a Rh(II)/Br?nsted acid cocatalytic strategy. This process allows rapid and efficient construction of N-unprotected polyfunctional 2,2,3-trisubstituted indolines in moderate to good yields with excellent diastereoselectivity.

机译：通过RH（II）/ BRαnsted酸性催化策略，通过RH（II）/BRα高度自对乳糖酰胺与烯酮的分子分子分子分子俘获。该过程允许在中等至良好的产量下快速有效地构建N-Unproted多官能2,2,3-三取代的吲哚吲哚，具有优异的非对映选择性。

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来源
《The Journal of Organic Chemistry》 |2014年第17期|共7页
作者
Liqin Jiang; Renqi Xu; Zhenghui Kang; Yixiao Feng; Fengxia Sun; Wenhao Hu;
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作者单位

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development and Department of Chemistry East China Normal University Shanghai 200062 People's Republic of China;

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development and Department of Chemistry East China Normal University Shanghai 200062 People's Republic of China;

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development and Department of Chemistry East China Normal University Shanghai 200062 People's Republic of China;

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development and Department of Chemistry East China Normal University Shanghai 200062 People's Republic of China;

College of Chemical &

Pharmaceutical Engineering Hebei University of Science and Technology Shijiazhuang 050018 People's Republic of China;

Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development and Department of Chemistry East China Normal University Shanghai 200062 People's Republic of China;

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正文语种 eng
中图分类有机化学;
关键词
Rh(II)/Br?nsted; Trapping; Indolines;

机译：RH（ii）/ br？nsted;诱捕;indolines;

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1. Rh(II)/Br?nsted Acid Cocatalyzed Intramolecular Trapping of Ammonium Ylides with Enones: Diastereoselective Synthesis of 2,2,3-Trisubstituted Indolines [J] . Liqin Jiang, Renqi Xu, Zhenghui Kang, The Journal of Organic Chemistry . 2014,第17期

机译：RH（II）/ BR？NSTED酸性酸性酸铵与肿块的分子内诱捕：2,3-三取代的吲哚胺的非对映选择性合成
2. Enantioselective Synthesis of 2,2,3-Trisubstituted Indolines via Bimetallic Relay Catalysis of alpha-Diazoketones with Enones [J] . Yang Jian, Ke Chaoqi, Zhang Dong, Organic letters . 2018,第15期

机译：通过Bimetallic继电器催化α-二氮杂物与肿块的映选择性合成2,2,3-三取代的吲哚吲哚
3. Synthesis of tetramic acid derivatives via intramolecular sp~3 C-H amination mediated by hypervalent iodine(III) reagents/br?nsted acids [J] . Mao L., Li Y., Xiong T., The Journal of Organic Chemistry . 2013,第2期

机译：高价碘试剂/芬太尼酸介导的sp〜3 C-H分子内胺化合成四酸衍生物
4. Water Determines the Selectivity: Facile Room Temperature C-O Cleavage of P(III) Esters by Br?nsted Acids Leading to a Mild and Efficient Halide-Free Michaelis–Arbuzov Rearrangement [C] . Chunya Li, Jianqiu Zhang, Jingjing Ye 日本化学会春季年会講演予稿集 . 2018

机译：水决定了选择性：Br的选择性：Br的P（III）酯的C-O裂解乳酸的乳酸，导致无温和和高效的卤化物Michaelis-Arbuzov重排
5. Part I. Hz166, a novel γ-aminobutyric acid (A) receptor subtype-selective ligand active against neuropathic pain Part II. The first enantiospecific, stereospecific total synthesis of the C-19 methyl substituted sarpagine indole alkaloids 19(S), 20(R), 19-(S),20(R)dihydroperaksine-17-al and peraksine Part III. Application of metal-carbenoid chemistry and Brönsted acid mediated cyclization of enaminones for the rapid and efficient access to the tetracyclic (ABCE) skeleton of the Strychnos alkaloids contained in bisindole alkaloids [D] . Edwankar, Rahul V. 2010

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机译：乙炔H2介导偶联的ESI-MS，DFT和合成研究：将C 1键的插入沥青氰基键和Brønsted酸性酸钙脱氢的有机膦中间体

Rh(II)/Br?nsted Acid Cocatalyzed Intramolecular Trapping of Ammonium Ylides with Enones: Diastereoselective Synthesis of 2,2,3-Trisubstituted Indolines

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