Samarium diiodide promoted coupling of thiophenecarbaldehydes
Resource
Journal of the Chemical Society, Perkin Transactions 1, 1995: 2669-2671
Journal
Journal of the Chemical Society, Perkin Transactions
Journal Issue
21
Pages
2669-2671
Date Issued
1995
Author(s)
Yang, S.-M.
Abstract
Thiophene-2-carbaldehyde adds to aromatic and aliphatic aldehydes with the mediation of samarium diiodide and hexamethylphosphoramide. These hydroxyalkylations occur at the 5-position of thiophene-2-carbaldehyde. The self- and cross-coupling reactions of thiophene-3-carbaldehyde occur at the 2-position. S-Alkylation of the reaction intermediates gives substituted γ-lactols.
Type
journal article