General and practical one-pot synthesis of dihydrobenzosiloles from styrenes

Alexey Kuznetsov, Vladimir Gevorgyan

Research output: Contribution to journalArticle

64 Citations (Scopus)

Abstract

A one-pot synthesis of dihydrobenzosiloles from styrenes has been developed. The reaction involves the nickel-catalyzed hydrosilylation of styrene with diphenylsilane, followed by the iridium-catalyzed dehydrogenative cyclization. This method is efficient for both electron-rich and -deficient styrenes and exhibits good functional group tolerance, as well as excellent regioselectivity. The forming dihydrobenzosiloles can be efficiently converted into valuable benzosiloles or 2-hydroxyphenethyl alcohols.

Original languageEnglish (US)
Pages (from-to)914-917
Number of pages4
JournalOrganic Letters
Volume14
Issue number3
DOIs
StatePublished - Feb 3 2012
Externally publishedYes

Fingerprint

Styrenes
styrenes
Hydrosilylation
Iridium
Regioselectivity
Styrene
Cyclization
synthesis
Nickel
Functional groups
Alcohols
Electrons
iridium
alcohols
nickel
electrons

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

General and practical one-pot synthesis of dihydrobenzosiloles from styrenes. / Kuznetsov, Alexey; Gevorgyan, Vladimir.

In: Organic Letters, Vol. 14, No. 3, 03.02.2012, p. 914-917.

Research output: Contribution to journalArticle

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