Tetrahedron letters

A new synthesis of 3-substituted-1H-indenes through reaction of o-(β-magnesioalkyl) phenylmagnesium dihalides with carboxylate esters

RW Baker, MA Foulkes, M Griggs, BN Nguyen

Index: Baker, Robert W.; Foulkes, Michael A.; Griggs, Michael; Nguyen, Bao N. Tetrahedron Letters, 2002 , vol. 43, # 51 p. 9319 - 9322

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Citation Number: 13

Abstract

A new synthesis of 3-substituted-1H-indenes has been developed through the reaction of o- (β-magnesioalkyl) phenylmagnesium dihalides with carboxylate esters, followed by dehydration of the intermediate 1-substituted-1-indanols. Di-Grignard reagents allowing the synthesis of 3-substituted-, 2-methyl-3-substituted-, and 4-methyl-3-substituted-1H-indenes have been prepared, with overall yields for the two-step sequence ranging from 45 to 95%.

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