On the mechanism of the catalysed and uncatalysed thermolysis of 2,5-dichlorothiophenium bismethoxycarbonylmethylide: X-ray crystal and molecular structure of methyl 5-chloro-2-methoxythieno[3,2-b]furan-3-carboxylate

Abstract

Thermolysis of 2,5-dichlorothiophenium bis-methoxycarbonylmethylide in the absence of transition metal catalysts leads to a novel eliminative rearrangement resulting in the formation of methyl 5-chloro-2-methoxythieno[3,2-b]furan-3-carboxylate (4), the structure of which has been confirmed by an X-ray crystal structure determination.