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A one-pot synthesis of thiophene and pyrrole derivatives from readily accessible 3,5-dihydro-1,2-dioxines

✍ Scribed by Cassie E Hewton; Marc C Kimber; Dennis K Taylor

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
53 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

A one-pot synthesis of 2,5-disubstituted thiophene, 1,2,5-tri-and 2,5-disubstituted pyrrole derivatives from readily available 3,5-dihydro-1,2-dioxines is described. The reaction proceeds by an initial Kornblum-de la Mare rearrangement of the 3,5-dihydro-1,2-dioxine to its isomeric 1,4-diketone followed by condensation of the in situ 1,4-diketone with sulfur, ammonia or a primary amine.

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