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铑/银共催化N-磺酰基-1,2,3-三唑与乙烯基叠氮化物的环化反应:吡咯和2H-吡嗪的发散合成

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

作者信息

Zhang Lin, Sun Ge, Bi Xihe

机构信息

Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Renmin Str. 5268#, Changchun, 130024, China.

College of Pharmacy, Qiqihar Medical University, 333 Bukui Street, 161006, Qiqihar, China.

出版信息

Chem Asian J. 2016 Nov 7;11(21):3018-3021. doi: 10.1002/asia.201601164. Epub 2016 Oct 12.

Abstract

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.

摘要

报道了乙烯基叠氮化物与N-磺酰基-1,2,3-三唑之间的首次环化反应。事实证明,Rh/Ag二元金属催化剂体系是成功实现环化反应所必需的。通过改变乙烯基叠氮化物的结构,该反应能够实现吡咯和2H-吡嗪的发散合成。环化反应具有底物范围广、官能团耐受性好、反应效率高以及产物收率良好至高收率等特点。

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