Reductive Formylation of Aromatic Halides under Low Carbon Monoxide Pressure Catalyzed by Transition-Metal Compounds

I. Pri-Bar, O. Buchman

Research output: Contribution to journalArticlepeer-review

85 Scopus citations

Abstract

Substituted aryl halides were formylated under 50 psi pressure of carbon monoxide in the presence of a hydrogen donor such as poly(methylhydrosiloxane) (PMHS) and a homogeneous transition-metal catalyst to give aromatic aldehydes in good yields. Addition of an amine was necessary to trap the hydrogen halide formed. Sodium formate could serve as a hydrogen donor in the absence of a base. Conditions for selective formylation of one position in dihalobenzenes such as iodobromobenzenes and bromochlorobenzenes were developed. Various transition-metal catalysts were examined, of which palladium compounds were found to be most efficient.

Original languageEnglish
Pages (from-to)4009-4011
Number of pages3
JournalJournal of Organic Chemistry
Volume49
Issue number21
DOIs
StatePublished - 1 Jan 1984
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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