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Issue 43, 2020
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Copper and manganese co-mediated cascade aza-Michael addition/cyclization and azidation of 1,3-enynes: regioselective synthesis of fully substituted azido pyrroles

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Abstract

An efficient Cu and Mn co-mediated aerobic oxidative cyclization and azidation reaction of 1,3-enynes with amines and trimethylsilyl azide (TMSN3) for the synthesis of fully substituted azido pyrroles has been developed. The three-component reaction has the characteristics of high regioselectivity, wide substrate scope, and mild reaction conditions. A preliminary mechanism for this transformation is proposed.

Graphical abstract: Copper and manganese co-mediated cascade aza-Michael addition/cyclization and azidation of 1,3-enynes: regioselective synthesis of fully substituted azido pyrroles

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Article information


Submitted
19 Sep 2020
Accepted
20 Oct 2020
First published
20 Oct 2020

Org. Biomol. Chem., 2020,18, 8908-8915
Article type
Paper

Copper and manganese co-mediated cascade aza-Michael addition/cyclization and azidation of 1,3-enynes: regioselective synthesis of fully substituted azido pyrroles

J. Ge, Q. Ding, M. Yang, T. He and Y. Peng, Org. Biomol. Chem., 2020, 18, 8908
DOI: 10.1039/D0OB01927E

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