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Paper | Special issue | Vol 90, No. 2, 2015, pp.1196-1204
Published online, 23rd October, 2014
DOI: 10.3987/COM-14-S(K)94
Lithium tert-Butoxide-Mediated Carboxylation Reactions of Unprotected Indoles and Pyrroles with Carbon Dioxide

Woo-Jin Yoo, Thanh V. Q. Nguyen, Montse Guiteras Capdevila, and Shū Kobayashi*

*Department of Chemistry, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan


Unprotected indoles and pyrroles were found to undergo base-mediated carboxylation reactions under ambient pressure of carbon dioxide. It was found that this transition metal-free carboxylation reaction proceeded smoothly with the use of a large excess of LiOtBu.