Journal of Organic Chemistry p. 2393 - 2396 (1982)
Update date:2022-08-28
Topics:
Stevens, Robert V.
Bisacchi, Gregory S.
New efficient methodology for the synthesis of substituted benzocyclobutenones is presented that involves the <2+2> cycloaddition of various substituted benzynes to 1,1-dimethoxyethylene followed by hydrolysis to the corresponding ketone.In most cases studied a high degree of regioselectivity was observed.These observations are consistent with a nonsynchronous mechanism wherein steric and inductive considerations can be used to account for the products observed.
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