Abstract

Abstract The ketoxime-acetylene-based pyrrole synthesis provides two general versatile approaches to sulfur-containing pyrroles: (i) via sulfur-containing ketones, particularly such as acylated aryl sulfides or thiophenes and (ii) via thiylation reactions (including those via metallation) of N-vinylpyrroles or dithiocarbonization of pyrroles available from the reaction of ketoximes with acetylene or its synthetic equivalents. Syntheses of alkylthiopyrroles, alkylthioarylpyrroles, 2-(2-thienyl)pyrroles (and their N-vinyl derivatives), N-(alkylthio or arylthio)ethylpyrroles, pyrrole-1 - and pyrrole-2-dithiocarboxylates (by the reaction of pyrroles with carbon disulfide) and their derivatives such as functionalized 2-(1-alkylthiovinyl)pyrroles, 1-alkylthio-3-imino-3H-pyrrolizines, 1-alkylthio-3H-pyrrolizin-3-ones, are discussed.

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