Convenient One-Pot Synthesis of Vinylic Sulfides from Thioalkynes via a Catalytic Hydroboration-Coupling Sequence

Ilya D. Gridnev, Norio Miyaura, Akira Suzuki

Research output: Contribution to journalArticlepeer-review

54 Citations (Scopus)

Abstract

A variety of vinylic sulfides are stereospecifically synthesized by the catalytic hydroboration of thioacetylenes with catecholborane followed by cross-coupling of the resulting boron derivatives with organic halides. The use of the same palladium catalyst for both stages allows the whole transformation to be carried out in one flask. The synthetic utility of the method is demonstrated by the transformation of vinylic sulfides into diene, indole, and naphtho[b]furan derivatives.

Original languageEnglish
Pages (from-to)5351-5354
Number of pages4
JournalJournal of Organic Chemistry
Volume58
Issue number20
DOIs
Publication statusPublished - 1993 Jan 1
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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