Department of Biomolecular
Engineering, Graduate School of Engineering, Tohoku University, 6-6-11
Aramaki-Aoba, Aoba-ku, Sendai 980-8579, Japan
Engineering, Graduate School of Engineering, Tohoku University, 6-6-11
Aramaki-Aoba, Aoba-ku, Sendai 980-8579, Japan
Org. Lett., Article ASAP
DOI: 10.1021/acs.orglett.6b00918
Publication Date (Web): May 17, 2016
Copyright © 2016 American Chemical Society
*E-mail: tanaka@orgsynth.che.tohoku.ac.jp., *E-mail: hattori@orgsynth.che.tohoku.ac.jp.
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.
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.
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