Author： Kobayashi Kazuhiro Shirai Yuu Nagaoka Toshiyuki Konishi Hisatoshi
Publisher： Taylor & Francis Ltd
ISSN： 0039-7911
Source： Synthetic Communications, Vol.39, Iss.16, 2009-01, pp. : 2866-2881
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Abstract
An efficient two-step method for the synthesis of 1,3-diaryl-2-methoxyindenes from 1-(1-aryl-2-methoxyvinyl)-2-bromobenzenes has been developed. Thus, the reaction of 2-(1-aryl-2-methoxyvinyl)phenyllithiums, generated in situ by halogen-lithium exchange between 1-(1-aryl-2-methoxyvinyl)-2-bromobenzenes and butyllithium, with aromatic aldehydes gives aryl[2-(1-aryl-2-methoxyvinyl)phenyl]methanols, which in turn are treated with a catalytic amount of concentrated hydriodic acid to afford the corresponding 1,3-diaryl-2-methoxyindenes in reasonable yields.
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