New Heterocyclic Pyrano[2′,3′:5,6]Chromeno[3,2-c]Pyridin-4-Ones and Furo[2′,3′:5,6]Chromeno[3,2-c]Pyridin-3(2H)-Ones Synthesized Via a Hetero-Diels–Alder Reaction

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.

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Cycloaddition reactions of o-quinone methides with polarized olefins

Osyanin¹,

Лукашенко²,

Osipov³

2021

Russ. Chem. Rev.

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A Review of the Various Synthetic Approaches to Access Aurone Derivatives and their Biological Activities

Kumar

Lathwal

2023

COC

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Aurones, a member of the flavonoid family, have limited occurrence in nature and are relatively less explored than other flavonoids but still constitute a gleaming class of therapeutically significant oxygen heterocyclic molecules with broad-spectrum biological activities. These are secondary plant metabolites and are responsible for glaring pigmentation to various colored parts of the plants. This review covers the comprehensive history of aurones from 1918 to 2020. This review provides a generalized and systematic study of the protocols adopted for synthesizing aurone derivatives and their biological profile. Though there are many review articles on the biological activities of aurones, none of these cover the synthetic aspects of the protocols thoroughly. With the growing number of biologically natural and synthesized aurones, a massive breakthrough in aurone research has emerged, and it is now one of the most researched O-heterocycles. The present review aims to highlight the work of the researchers on aurones to help synthetic chemists and future generations to design and develop new aurone-based heterocyclic systems of therapeutic potential. This review will also catch the attention of researchers for exploring various other potentials of aurones.

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New Heterocyclic Pyrano[2′,3′:5,6]Chromeno[3,2-c]Pyridin-4-Ones and Furo[2′,3′:5,6]Chromeno[3,2-c]Pyridin-3(2H)-Ones Synthesized Via a Hetero-Diels–Alder Reaction

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References 17 publications

Cycloaddition reactions of o-quinone methides with polarized olefins

Cycloaddition reactions of o-quinone methides with polarized olefins

A Review of the Various Synthetic Approaches to Access Aurone Derivatives and their Biological Activities

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