A Practical, One-Pot Synthesis of Highly Substituted Thiophenes and Benzo[b]thiophenes from Bromoenynes and o-Alkynylbromobenzenes

作者:Guilarte Veronica; Fernandez Rodriguez Manuel A; Garcia Garcia Patricia; Hernando Elsa; Sanz Roberto*
来源:Organic Letters, 2011, 13(19): 5100-5103.
DOI:10.1021/ol201970m

摘要

An efficient synthesis of thiophenes and benzo[b]thiophenes has been developed from easily available bromoenynes and o-alkynylbromobenzene derivatives. This novel one-pot procedure involves a Pd-catalyzed C-S bond formation using a hydrogen sulfide surrogate followed by a heterocyclization reaction. Moreover, in situ functionalization with selected electrophiles further expands the potential of this methodology to the preparation of the corresponding highly substituted sulfur heterocycles.

  • 出版日期2011-10-7