Lewis Acid-Catalysed Oxidative Cycloaddition of Thiophenes

Yuanqiang Li, Michio Matsuda, Thies Thiemann, Tsuyoshi Sawada, Shuntaro Mataka, Masashi Tashiro

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)


Thiophenes 1 have been treated with m-CPBA under BF3·Et2O catalysis. The thiophene-S-monoxides intermediary produced have been reacted in situ with various dienophiles. It could be shown that Lewis acid catalysis enhances the yield of the oxidative cycloaddition of thiophenes considerably. Moreover a greater variety of dienophiles can be used in the corresponding uncatalysed reaction. Thiophene-S-monoxides have also been isolated and subjected to subsequent cycloaddition in a two-step procedure.

Original languageEnglish
Pages (from-to)461-464
Number of pages4
Issue number5
Publication statusPublished - 1996
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry


Dive into the research topics of 'Lewis Acid-Catalysed Oxidative Cycloaddition of Thiophenes'. Together they form a unique fingerprint.

Cite this