A new synthesis of 3-substituted-1H-indenes through reaction of o-(β-magnesioalkyl)phenylmagnesium dihalides with carboxylate esters
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%.
Baker, Robert W.,Foulkes, Michael A.,Griggs, Michael,Nguyen, Bao N.
p. 9319 - 9322
(2007/10/03)
Sigmatropic Indenyl Rearrangements Induced by Electronic Excitation
The photochemical rearrangement of several arylalkyl substituted indenes has been studied.The rearrangements were shown to be derived from the ?,?* singlet state since triplet sensitization led to no reaction or else resulted in a Paterno-Buchi