Preparation of Substituted Hydroquinones and Benzofurans from 1,4-Quinone Monoketals

Abstract

An easy procedure for the preparation of 2-substituted hydroquinones, by addition of organolithium or organomagnesium compounds to 1,4-quinone monoketals followed by acid-catalyzed dienone-phenol type rearrangement, is described. Transformation of the propargylated derivatives to benzofurans is also reported.

Key words

phenols - quinones - organometallic reagents - rearrangements - heterocycles

References

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5

See reference 2c for the preparation of 1.