Issue 27, 2017

Synthesis of disulfides tethered pyrroles from β-ketothioamides via a bicyclization/ring-opening/oxidative coupling reaction

Abstract

A DABCO-promoted three-component reaction of β-ketothioamides (KTAs), arylglyoxals and 2-cyanoacetates to construct disulfides tethered pyrroles by using air as an oxidant has been disclosed. Importantly, this protocol involves a tandem sequence that includes Knoevenagel condensation, Michael addition, N-cyclization, O-cyclization, ring-opening and oxidative coupling.

Graphical abstract: Synthesis of disulfides tethered pyrroles from β-ketothioamides via a bicyclization/ring-opening/oxidative coupling reaction

Supplementary files

Article information

Article type
Paper
Submitted
17 Mar 2017
Accepted
16 Jun 2017
First published
16 Jun 2017

Org. Biomol. Chem., 2017,15, 5820-5823

Synthesis of disulfides tethered pyrroles from β-ketothioamides via a bicyclization/ring-opening/oxidative coupling reaction

C. Li, R. Liu, K. Yin, L. Wen and M. Li, Org. Biomol. Chem., 2017, 15, 5820 DOI: 10.1039/C7OB00655A

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