Rhodium(II)-catalyzed intermolecular [3+2] annulation of N-vinyl indoles with N-tosyl-1,2,3-triazoles via an aza-vinyl Rh carbene

被引：17

作者：

Jiang, Bo ^{[1
]}

Shi, Min ^{[1
,2
,3
]}

机构：

[1] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Chinese Acad Sci, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

[2] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China

[3] Nankai Univ, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 12期

基金：

中国国家自然科学基金;

关键词：

RHODIUM-CATALYZED TRANSANNULATION; TERMINAL ALKYNES; AZAVINYL CARBENES; SULFONYL AZIDES; ONE-POT; TETHERED N-SULFONYL-1,2,3-TRIAZOLES; INTRAMOLECULAR ANNULATION; POLYSUBSTITUTED PYRROLES; H FUNCTIONALIZATION; DIVERGENT SYNTHESIS;

D O I：

10.1039/c7qo00703e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rhodium(II)-catalyzed annulations of N-vinyl indole derivatives and N-tosyl-1,2,3-triazoles have been developed in this paper, providing a convenient, efficient and straightforward access to synthesize indoles containing a N-dihydropyrrole in moderate to good yields. Furthermore, the reaction of N-vinyl indoles with 2.5 equiv. of N-tosyl-1,2,3-triazoles gave C3-functionalized indoles containing a N-dihydropyrrole in moderate yields after reduction with NaBH3CN in a one-pot manner. This finding gives a new synthetic protocol for the preparation of indoles containing a N-dihydropyrrole under mild conditions.

引用

页码：2459 / 2464

页数：6

共 89 条

[1] Mild Aminoacylation of Indoles and Pyrroles through a Three-Component Reaction with Ynol Ethers and Sulfonyl Azides [J].