Novel synthesis of substituted thiophenes by palladium-catalyzed cycloisomerization of (Z)-2-en-4-yne-1-thiols

B Gabriele; G Salerno; A Fazio

doi:10.1021/ol991297c

Novel synthesis of substituted thiophenes by palladium-catalyzed cycloisomerization of (Z)-2-en-4-yne-1-thiols

Org Lett. 2000 Feb 10;2(3):351-2. doi: 10.1021/ol991297c.

Authors

B Gabriele¹, G Salerno, A Fazio

Affiliation

¹ Dipartimento di Chimica, Universita della Calabria, Cosenza, Italy. b.gabriele@unical.it

PMID: 10814320
DOI: 10.1021/ol991297c

Abstract

[reaction: see text] The first example of palladium-catalyzed cycloisomerization of (Z)-2-en-4-yne-1-thiols 1 to give substituted thiophenes 2 is reported. Cycloisomerization reactions are carried out under nitrogen at 25-100 degrees C in N,N-dimethylacetamide as the solvent in the presence of catalytic amounts of PdI2 in conjunction with KI to give the corresponding thiophenes in 43-94% yield.