Samarium diiodide promoted coupling of thiophenecarbaldehydes
Author(s) -
ShyhMing Yang,
JimMin Fang
Publication year - 1995
Publication title -
journal of the chemical society. perkin transactions i/journal of the chemical society. perkin transactions. i
Language(s) - English
Resource type - Journals
eISSN - 2050-8255
pISSN - 0300-922X
DOI - 10.1039/p19950002669
Subject(s) - samarium diiodide , thiophene , chemistry , samarium , hexamethylphosphoramide , coupling reaction , alkylation , naphthalene , medicinal chemistry , photochemistry , organic chemistry , catalysis
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.
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