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Synthesis of 2,3,4-trisubstituted pyrrole derivatives via [3 + 2] cyclization of activated methylene isocyanides with 4-(arylidene)-2-substituted oxazol-5(4H)-ones

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Abstract

An efficient base-catalyzed [3 + 2] cyclization between isocyanides and 4-(arylidene)-2-substituted oxazol-5(4H)-ones has been successfully developed to form 2,3,4-trisubstituted and 2,2,3,4-tetrasubstituted pyrrole derivatives. This transition metal free reaction occurs at room temperature under environmentally friendly conditions, tolerating water and air.

Graphical abstract: Synthesis of 2,3,4-trisubstituted pyrrole derivatives via [3 + 2] cyclization of activated methylene isocyanides with 4-(arylidene)-2-substituted oxazol-5(4H)-ones

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Article information


Submitted
23 Aug 2019
Accepted
15 Dec 2019
First published
19 Dec 2019

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Synthesis of 2,3,4-trisubstituted pyrrole derivatives via [3 + 2] cyclization of activated methylene isocyanides with 4-(arylidene)-2-substituted oxazol-5(4H)-ones

J. Zhang, M. Liu, C. Li, Y. Xu and L. Dong, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/C9QO01044K

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