4.5 Review

ortho-Quinone methides as key intermediates in cascade heterocyclizations

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RUSSIAN CHEMICAL REVIEWS
卷 86, 期 7, 页码 625-687

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TURPION LTD
DOI: 10.1070/RCR4679

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  1. Ministry of Education and Science of the Russian Federation [02.a03.21.0008]
  2. Russian Federation (Programme for the State Support for Young Russian Scientists [MD-5833.2016.3]

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Development of new methods of heterocyclic synthesis is still a topical issue. In this connection, the trend related to the use of highly reactive o-quinone methides for the synthesis and functionalization of heterocycles appears rather promising. Since most of o-quinone methides are unstable, the choice of precursors and generation conditions is highly important for subsequent transformations involving them. Various methods of generation of o-quinone methides and cascade hetero-cyclizations in which the formation of these compounds is a key step are surveyed in the review. The trends of using o-quinone methides in the synthesis of various heterocycles are analyzed and the heterocyclization reactions involving these compounds are classified.

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