Journal of Organic Chemistry 2013-09-06

One-pot synthesis of ferrocenyl ketones containing biaryls and 6-aryl-2-ferrocenylquinolines via Ir/Pd-cocatalyzed α-alkylation/Suzuki reaction.

Chen Xu, Xin-Qi Hao, Zhi-Qiang Xiao, Zhi-Qiang Wang, Xiao-Er Yuan, Wei-Jun Fu, Bao-Ming Ji, Mao-Ping Song

Index: J. Org. Chem. 78(17) , 8730-8, (2013)

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Abstract

An efficient PPh3-cyclometalated iridium(III) benzo[h]quinoline hydride 1/Pd(OAc)2-cocatalyzed three-component α-alkylation/Suzuki reaction has been developed. The three-component reaction of 4-bromobenzyl alcohol, acetylferrocene, and arylboronic acids gives ferrocenyl ketones containing biaryls in moderate to good yields. This method was successfully applied to a one-pot synthesis of 6-aryl-2-ferrocenyl quinolines, using (2-amino-5-bromophenyl)methanol instead of 4-bromobenzyl alcohol.