Gold-Catalyzed Multiple Cascade Reaction of 2-Alkynylphenylazides with Propargyl Alcohols

Li Nan; Wang Tian-Yi; Gong Liu-Zhu; Zhang Liming

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Gold-Catalyzed Multiple Cascade Reaction of 2-Alkynylphenylazides with Propargyl Alcohols

机译：金催化2-炔基苯基叠氮化物与炔丙醇的多级联反应

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摘要

An unprecedented gold-catalyzed multiple cascade reaction between 2-alkynyl arylazides and alkynols has been developed, allowing for the step-economical synthesis of pyrroloindolone derivatives with a wide range of structural diversity. In this reaction, the gold complex participates in triple catalysis in tandem fashion. Moreover, the efficient chirality transfer from optically pure alkynol substrates enables facile access to chiral pyrroloindolone derivatives with two stereogenic centers, including a quaternary one, with excellent levels of optical purity.

机译：已经开发了空前的金催化的2-炔基芳基叠氮化物和炔醇之间的多级联反应，从而可以逐步经济地合成具有广泛结构多样性的吡咯并吲哚酮衍生物。在该反应中，金络合物以串联方式参与三重催化。此外，从光学纯炔醇底物的有效手性转移使得能够容易地获得具有两个立体成因中心（包括四级一个）的手性吡咯并吲哚酮衍生物，其具有优异的光学纯度。

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《Chemistry: A European journal》 |2015年第9期|共4页
作者
Li Nan; Wang Tian-Yi; Gong Liu-Zhu; Zhang Liming;
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正文语种 eng
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关键词
carbenes; cascade reactions; chirality transfer; gold catalysis; sigmatropic rearrangement;

机译：卡宾;级联反应;手性转移;金催化;σ重排;

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专利

1. Gold-Catalyzed Multiple Cascade Reaction of 2-Alkynylphenylazides with Propargyl Alcohols [J] . Li Nan, Wang Tian-Yi, Gong Liu-Zhu, Chemistry: A European journal . 2015,第9期

机译：金催化2-炔基苯基叠氮化物与炔丙醇的多级联反应
2. Gold-catalyzed cascade reactions of 4H-furo[3,2-b]indoles with propargyl esters: synthesis of 2-alkenylidene-3-oxoindolines [J] . Brambilla Elisa, Pirovano Valentina, Giannangeli Matteo, Organic Chemistry Frontiers . 2019,第17期

机译：用丙基酯的4H-Furo [3,2-B]吲哚的金催化级联反应：合成2-烯基 - 3-氧代吲哚啉
3. Gold-Catalyzed Transformations of Propargyl Alcohols and Propargyl Amines [J] . Zhang Bing, Wang Tao Asian Journal of Organic Chemistry . 2018,第9期

机译：金属丙醇和丙基胺的金催化转化
4. One-Pot Syntheses of 2,3-Dihydrothiopyran-4-one Derivatives by Pd/Cu-Catalyzed Reactions of α,β-Unsaturated Thioesters with Propargyl Alcohols [C] . Yasunori Minami, Hitoshi Kuniyasu, Nobuaki Kambe Symposium on Organometallic Chemistry . 2008

机译：通过Pd / Cu催化的α，β-不饱和硫代酯与丙醇醇的Pd / Cu催化反应合成2,3-二羟基吡喃吡喃-4-衍生物
5. Adventures in gold-catalyzed cascade reactions and rearrangements. [D] . Vidhani, Dinesh V. 2010

机译：黄金催化的级联反应和重排中的冒险。
6. Pentannulation of N-heterocycles by a tandem gold-catalyzed 33-rearrangement/Nazarov reaction of propargyl ester derivatives: a computational study on the crucial role of the nitrogen atom [O] . Giovanna Zanella, Martina Petrović, Dina Scarpi, 2020

机译：通过串联金催化的N-杂拷贝的unangulation 33 - 丙基酯衍生物的甲唑烃反应：氮原子的关键作用的计算研究
7. AgI /TMG-Promoted Cascade Reaction of Propargyl Alcohols, Carbon Dioxide, and 2-Aminoethanols to 2-Oxazolidinones [O] . Xue-Dong Li, Qing-Wen Song, Xian-Dong Lang, 2017

机译：AGI / TMG促进普通醇，二氧化碳和2-氨基乙醇至2-恶唑烷酮的级联反应

Gold-Catalyzed Multiple Cascade Reaction of 2-Alkynylphenylazides with Propargyl Alcohols

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