Issue 21, 2018

Base-promoted C–C bond cleavage for the synthesis of 2,3,4-trisubstituted pyrroles from N-propargyl β-enaminones

Abstract

A base-promoted selective cleavage of an unstrained C(CO)–C(sp2) bond of N-propargyl β-enaminones under transition metal- and oxidant-free conditions has been established. This method allows the formation of a new C(sp2)–C(sp2) bond for the synthesis of 2,3,4-trisubstituted pyrroles under mild reaction conditions with broad functional group tolerance.

Graphical abstract: Base-promoted C–C bond cleavage for the synthesis of 2,3,4-trisubstituted pyrroles from N-propargyl β-enaminones

Supplementary files

Article information

Article type
Research Article
Submitted
31 Jul 2018
Accepted
19 Sep 2018
First published
19 Sep 2018

Org. Chem. Front., 2018,5, 3103-3107

Base-promoted C–C bond cleavage for the synthesis of 2,3,4-trisubstituted pyrroles from N-propargyl β-enaminones

B. Ge, W. Lv, J. Yu, S. Xiao and G. Cheng, Org. Chem. Front., 2018, 5, 3103 DOI: 10.1039/C8QO00801A

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