The Journal of Organic Chemistry

Synthesis of 3-phenylisoquinolones by reaction of simple pyrroline-2, 3-diones with benzyne. New mechanistic considerations

A Cobas, E Guitian, L Castedo

Index: Cobas, Agustin; Guitian, Enrique; Castedo, Luis Journal of Organic Chemistry, 1993 , vol. 58, # 11 p. 3113 - 3117

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Citation Number: 30

Abstract

Scheme V and suggested that a more complex mechanism should be considered than had hitherto been hypothesized. From a mechanistic point of view, the fit question to answer was whether 16c was a byproduct or an intermediate in the formation of adduct 15c. To investigate this question, compound 16c was treated with benzyne under the same reaction conditions as above. The isolation of adduct 15c in 94% yield strongly suggests that 16c is ...