EtAlCl2/2,6-Disubstituted Pyridine-Mediated Carboxylation of Alkenes with Carbon Dioxide

Shinya Tanaka, Kota Watanabe, Yuuki Tanaka, Tetsutaro Hattori

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

α-Arylalkenes and trialkyl-substituted alkenes undergo carboxylation with CO2 in the presence of EtAlCl2 and 2,6-dibromopyridine to afford the corresponding α,β- and/or β,γ-unsaturated carboxylic acids. This reaction is suggested to proceed via the electrophilic substitution of EtAlCl2 with the aid of the base, followed by the carbonation of the resulting ate complex. This reaction can be applied to terminal dialkylalkenes by using a mixture of 2,6-di-tert-butylpyridine and 2,6-dibromopyridine.

Original languageEnglish
Pages (from-to)2576-2579
Number of pages4
JournalOrganic letters
Volume18
Issue number11
DOIs
Publication statusPublished - 2016 Jun 3

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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