4.8 Article

EtAICI2/2,6-Disubstituted Pyridine-Mediated Carboxylation of Alkenes with Carbon Dioxide

Journal

ORGANIC LETTERS
Volume 18, Issue 11, Pages 2576-2579

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00918

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Funding

  1. Koheleth private foundation

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alpha-Arylalkenes and trialkyl-substituted alkenes undergo carboxylation with CO2 in the presence of EtAlCl2 and 2,6-dibromopyridine to, afford the corresponding alpha,beta- and/or beta,gamma-unsatt,urated. 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 rising a mixture of 2,6-di-tert-butylpyridine and 2,6-dibromopyridine.

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