Divergent synthesis of indole-fused polycycles via Rh(II)-catalyzed intramolecular [3 + 2] cycloaddition and C–H functionalization of indolyltriazoles

Yong-Sheng Zhang; Xiang-Ying Tang; Min Shi

doi:10.1039/C5QO00216H

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Divergent synthesis of indole-fused polycycles via Rh(ii)-catalyzed intramolecular [3 + 2] cycloaddition and C–H functionalization of indolyltriazoles†

Yong-Sheng Zhang,^a Xiang-Ying Tang*^a and Min Shi*^a

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* Corresponding authors

^a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: siocxiangying@mail.sioc.ac.cn, mshi@mail.sioc.ac.cn

Abstract

Rh(II)-catalyzed divergent synthesis of polycyclic indolines and azepino[4,5-b]indoles through intramolecular [3 + 2] cycloaddition and C–H functionalization of indoles with N-sulfonyl 1,2,3-triazoles is described. The reaction pathways are controlled by the substituent type of indole.

This article is part of the themed collection: Celebrating 70 Years of Shanghai Institute of Organic Chemistry

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DOI: https://doi.org/10.1039/C5QO00216H
Article type: Research Article
Submitted: 06 júl 2015
Accepted: 20 sep 2015
First published: 21 sep 2015

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Org. Chem. Front., 2015,2, 1516-1520

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Divergent synthesis of indole-fused polycycles via Rh(II)-catalyzed intramolecular [3 + 2] cycloaddition and C–H functionalization of indolyltriazoles

Y. Zhang, X. Tang and M. Shi, Org. Chem. Front., 2015, 2, 1516 DOI: 10.1039/C5QO00216H

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Organic Chemistry Frontiers

Divergent synthesis of indole-fused polycycles via Rh(ii)-catalyzed intramolecular [3 + 2] cycloaddition and C–H functionalization of indolyltriazoles†

Abstract

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Divergent synthesis of indole-fused polycycles via Rh(II)-catalyzed intramolecular [3 + 2] cycloaddition and C–H functionalization of indolyltriazoles

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