A Strained Disilane-Promoted Carboxylation of Organic Halides with CO2 under Transition-Metal-Free Conditions
Tsuyoshi Mita*, Kenta Suga, Kaori Sato and Yoshihiro Sato*
*Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan, Email: tmitapharm.hokudai.ac.jp, biyopharm.hokudai.ac.jp
T. Mita, K. Suga, K. Sato, Y. Sato, Org. Lett., 2015, 17, 5276-5279.
DOI: 10.1021/acs.orglett.5b02645 (free Supporting Information)
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A highly reactive silyl anion, which is generated from a strained four-membered ring disilane (3,4-benzo-1,1,2,2-tetraethyldisilacyclobutene) and CsF mediates the formation of carbanions from a wide range of aryl, alkenyl, alkynyl, benzyl, allyl, and alkyl halides. The resulting anionic species can be trapped with CO2 to produce carboxylic acids with high efficiency.
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