Related Experiment Video
Updated: Aug 21, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Dearomatising rearrangements of lithiated thiophenecarboxamides
Jonathan Clayden1, Rachel Turnbull, Madeleine Helliwell
1Department of Chemistry, University of Manchester, Oxford Road, Manchester, UK M13 9PL. j.p.clayden@man.ac.uk
Abstract:
Thiophene-3-carboxamides bearing allyl or benzyl substituents at nitrogen undergo dearomatising cyclisation on treatment with LDA. Rearrangements transform the dearomatised products into pyrrolinones, azepinones or partially saturated azepinothiophenes.
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