One-Pot Synthesis and Intramolecular Cyclization of 5-(Prop-2-ynyl­sulfanyl)-1H-pyrrol-2-amines: A Simple Approach to 2,7-Dihydrothiopyrano[2,3-b]pyrrol-6-amines

Abstract

An expedient approach for the preparation of previously unknown­ 2,7-dihydrothiopyrano[2,3-b]pyrrol-6-amines from readily accessible­ starting materials (propargylamines, isothiocyanates, and propargyl bromide) has been developed. The methodology is based on the one-pot synthesis and thermally-induced fast rearrangement of 5-(prop-2-ynylsulfanyl)-1H-pyrrol-2-amines into 2,7-dihydrothiopyrano[2,3-b]pyrrol-6-amines.

Key words

propargylamines - isothiocyanates - propargyl bromide - 5-(prop-2-ynylsulfanyl)-1H-pyrrol-2-amines - rearrangement - 2,7-dihydrothiopyrano[2,3-b]pyrrol-6-amines

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