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铑催化的N-磺酰基三唑与吲哚的串联反应:合成吲哚取代的茚满酮

A rhodium-catalyzed tandem reaction of N-sulfonyl triazoles with indoles: access to indole-substituted indanones.

作者信息

Yuan Hao, Gong Jianxian, Yang Zhen

机构信息

Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055, China.

出版信息

Chem Commun (Camb). 2017 Aug 10;53(65):9089-9092. doi: 10.1039/c7cc05139e.

Abstract

An efficient strategy for the synthesis of structurally diverse indole-substituted indanones via a rhodium(ii)-catalyzed tandem reaction of N-sulfonyltriazoles with indoles was developed. The reaction involves rhodium(ii)-catalyzed denitrogenation of the N-sulfonyltriazoles to form an oxonium ylide, followed by nucleophilic addition of the indoles and subsequent skeletal rearrangement. This strategy provides straightforward access to indanone frameworks bearing quaternary carbon centers.

摘要

通过铑(II)催化的N-磺酰基三唑与吲哚的串联反应,开发了一种高效合成结构多样的吲哚取代茚满酮的策略。该反应包括铑(II)催化N-磺酰基三唑脱氮形成氧鎓叶立德,随后吲哚进行亲核加成并随后进行骨架重排。该策略为带有季碳中心的茚满酮骨架提供了直接的合成途径。

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