Synthesis of acridines and persubstituted phenols from cyclobutenones and active methylene ketones

The Journal of Organic Chemistry
Xiao-Dan HanQun Liu

Abstract

A new benzannulation strategy that proceeds via a regiospecific [4 + 2] cycloaddition of readily available cyclobutenones and active methylene ketones has been developed. On the basis of this strategy, persubstituted phenols/anilines with up to six different functional groups on the benzene ring were synthesized in a single step. In addition, a series of acridine derivatives were prepared in excellent yield from persubstituted phenols/anilines.

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Citations

May 10, 2017·European Journal of Organic Chemistry·Timothy E Hurst, Richard J K Taylor
Sep 24, 2020·Chemical Reviews·Masahiro Murakami, Naoki Ishida

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