Rhodium/Silver-Cocatalyzed Transannulation of N-Sulfonyl-1,2,3-triazoles with Vinyl Azides: Divergent Synthesis of Pyrroles and 2H-Pyrazines

被引：22

作者：

Zhang, Lin ^{[1
]}

Sun, Ge ^{[3
]}

Bi, Xihe ^{[1
,2
]}

机构：

[1] Northeast Normal Univ, Jilin Prov Key Lab Organ Funct Mol Design & Synth, Dept Chem, Renmin Str 5268, Changchun 130024, Peoples R China

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

[3] Qiqihar Med Univ, Coll Pharm, 333 Bukui St, Qiqihar 161006, Peoples R China

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2016年 / 11卷 / 21期

关键词：

pyrazines; pyrroles; rhodium; silver; sulfonyl-1; 2; 3-triazoles; vinyl azides; RHODIUM(II) AZAVINYL CARBENES; CATALYZED TRANSANNULATION; TERMINAL ALKYNES; PROPARGYLIC ALCOHOLS; STEREOSPECIFIC INTRODUCTION; POLYSUBSTITUTED PYRROLES; FACILE SYNTHESIS; SULFONYL AZIDES; DUAL ROLES; 1,2,3-TRIAZOLES;

D O I：

10.1002/asia.201601164

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first cyclization reaction between vinyl azides and N-sulfonyl-1,2,3-triazoles is reported. A Rh/Ag binary metal catalyst system proved to be necessary for the successful cyclization. By varying the structure of vinyl azides, such reaction allows the divergent synthesis of pyrroles and 2H-pyrazines. The cyclization reactions feature a broad substrate scope, good functional group tolerance, high reaction efficiency, and good to high product yields.

引用

页码：3018 / 3021

页数：4

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