Cycloaddition reactions of o-quinone methides with polarized olefins

Autor:	Dmitry V. Osipov, Anton V. Lukashenko, Vitaly A. Osyanin
Rok vydání:	2021
Předmět:	Chemistry General Chemistry O quinones Medicinal chemistry Cycloaddition
Zdroj:	Russian Chemical Reviews. 90:324-373
ISSN:	1468-4837 0036-021X
DOI:	10.1070/rcr4971
Popis:	The review summarizes and systematizes the [4+2]-cycloaddition reactions of o-quinone methides with electron-rich and electron-deficient olefins. The electron-rich substrates include vinyl ethers, vinyl sulfides, enamines, enamides, enols, furans, benzofurans and indoles, while the electron-deficient substrates are esters of unsaturated carboxylic acids, vinyl azides and quinones. Reactions with push-pull and captodative olefins are also considered. The mechanisms of some reactions are presented. A separate part of the review addresses reactions of p-quinone methides containing an o-hydroxyphenyl substituent at the exocyclic carbon atom, which can isomerize to o-quinone methides. Much attention is paid to oligomerization of o-quinone methides, which proceeds in the absence of active dienophiles or nucleophiles. The bibliography includes 217 references.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b9b839c4b851ca49ddaa7abbc1bd87e0 https://doi.org/10.1070/rcr4971 Zobrazit plný text záznamu