Hydration and Intramolecular Cyclization of Homopropargyl Sulfonamide Derivatives Catalyzed by Silver Hexafluoroantimonate(V): Synthesis of Structurally Diverse 2,3-Dihydro-1H-Pyrroles

Hydration and Intramolecular Cyclization of Homopropargyl Sulfonamide Derivatives Catalyzed by Silver Hexafluoroantimonate(V): Synthesis of Structurally Diverse 2,3-Dihydro-1H-Pyrroles
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六氟锑酸银(V)催化同炔丙基磺酰胺衍生物的水合和分子内环化:合成结构多样的2,3-二氢-1H-吡咯

DOI:
10.1002/adsc.201701121
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发表时间:
2018
影响因子:
5.4
通讯作者:
Wang Qingmin
Wang Qingmin
中科院分区:
化学2区
文献类型:
--
作者:
Yu Xiuling;Guo Zhonglin;Song Hongjian;Liu Yuxiu;Wang Qingmin

文献摘要

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We have developed an efficient, simple protocol for synthesis of structurally diverse functionalized 2,3‐dihydro‐1H‐pyrroles by hydration and intramolecular cyclization of homopropargyl sulfonamide derivatives. Mechanistic experiments revealed that the sulfonamide nitrogen participated in the hydration reaction by chelating the Ag atom of the catalyst to assist in the formation of the hydration intermediate. The protocol accommodated a wide range of substrates and was used for a formal synthesis of (S)‐nicotine.