Samarium diiodide promoted coupling of thiophenecarbaldehydes
- 1 January 1995
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 21,p. 2669-2671
- https://doi.org/10.1039/p19950002669
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.Keywords
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