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Usp. Khim., 2017 Volume 86, Issue 7, Pages 625–687 (Mi rcr4170)

This article is cited in 82 papers

ortho-Quinone methides as key intermediates in cascade heterocyclizations

D. V. Osipova, V. A. Osyaninba, Yu. N. Klimochkina

a Samara State Technical University
b Peoples Friendship University of Russia, Moscow

Abstract: 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 heterocyclizations 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.
The bibliography includes 395 references.

Received: 02.07.2016

DOI: 10.1070/RCR4679


 English version:
Russian Chemical Reviews, 2017, 86:7, 625–687

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