Heterocycles

A highly effective one-pot synthesis of quinolines from 2-alkynylnitrobenzenes

K Okuma, S Ozaki, J Seto, N Nagahora, K Shioji

Index: Okuma, Kentaro; Ozaki, Saori; Seto, Jun-Ichi; Nagahora, Noriyoshi; Shioji, Kosei Heterocycles, 2010 , vol. 81, # 4 p. 935 - 942

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Citation Number: 9

Abstract

Abstract–A highly effective one-pot synthesis of poly-substituted quinolines from 2- alkynylnitrobenzenes using inexpensive reagents has been developed. Reaction of 2- alkynylnitrobenzenes with Sn/HCl in EtOH resulted in the formation of 2-aminophenyl ketones and subsequently condensed in situ with ketones to form tri-substituted quinolines in 80-97% yields.