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Communication | Special issue | Vol 90, No. 1, 2015, pp.89-96
Published online, 4th March, 2014
DOI: 10.3987/COM-14-S(K)7
■ Cobalt-Catalyzed C5-Selective C-H Functionalization of 4-Me-Quinolines with Styrenes: An Approach to 5,6-Dihydro-4H-benzo[de]quinolines

Shohei Yamamoto, Shigeki Matsunaga,* and Motomu Kanai*

*Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan

Abstract

Cobalt-catalyzed C5-selective C-H functionalization of 4-Me-quinolines is described. A postulated cobalt-hydride catalyst, generated from 2 mol % of CoI2, promoted the reaction of 4-Me-quinolines with styrenes, giving 5,6-dihydro-4H-benzo[de]quinolines (34-55% yield) in one-pot. A plausible reaction mechanism is also described.