Copper-catalyzed regio- and chemoselective selenosulfonylation of 1,6-enynes from sulfur dioxide

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(21), С. 6119 - 6124

Опубликована: Янв. 1, 2021

An efficient copper-catalyzed multicomponent reaction of 1,6-enynes, diselenides, DABCO·(SO 2 ) , and cycloketone oxime esters was achieved, providing cyanoalkylsulfonated pyrrolidines in moderate to good yields.

Язык: Английский

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Synthesis of β-cyanoalkylsulfonylated vinyl selenides through a four-component reaction

Chemical Communications, Год журнала: 2021, Номер 57(94), С. 12603 - 12606

Опубликована: Янв. 1, 2021

A mild copper-catalyzed four-component selenosulfonylation of alkynes, cycloketone oxime esters, DABCO (SO2)2 and diselenides has been developed. This method enables the rapid assembly β-cyanoalkylsulfonylated vinyl selenides in moderate to good yields. Advantages this protocol include a broad substrate scope, functional group tolerance late-stage functionalization complex molecules. Moreover, potential utility methodology is demonstrated through simple oxidation products access synthetically important alkynyl sulfones. Mechanistic studies suggest that cyanoalkylsulfonyl radical intermediate involved process.

Язык: Английский

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Visible-light-induced remote C(sp³)–H sulfonylvinylation: assembly of cyanoalkylated vinyl sulfones

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(17), С. 4820 - 4825

Опубликована: Янв. 1, 2021

A photoinduced three-component sulfonylvinylation reaction of propargyl alcohols, potassium metabisulfite and cycloketone oxime esters is developed, affording cyanoalkylated vinyl sulfones in moderate to good yields.

Язык: Английский

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Radical Cyclization of 1,n‐Enynes and 1,n‐Dienes for the Synthesis of 2‐Pyrrolidone

Chemistry - An Asian Journal, Год журнала: 2021, Номер 16(20), С. 3068 - 3081

Опубликована: Авг. 23, 2021

Abstract 2‐Pyrrolidones have aroused enormous interest as a useful structural moiety in drug discovery; however, not only does their syntheses suffer from low selectivity and yield, but also it requires high catalyst loadings. The radical cyclization of 1, n ‐enynes ‐dienes has demonstrated to be an attractive method for the synthesis 2‐pyrrolidones due its mild reaction conditions, fewer steps, higher atom economy, excellent functional group compatibility, regioselectivity. Furthermore, receptors with unsaturated bonds (i. e. ‐dienes) play crucial role realizing because ability selectively introduce one or more sources. In this review, we discuss representative examples methods involving published last five years each prominent design mechanism, providing favorable tools valuable 2‐pyrrolidone variety applications.

Язык: Английский

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Photocatalytic three-component radical cascade: a general route to heterocyclic-substituted alkyl sulfones

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(19), С. 5316 - 5321

Опубликована: Янв. 1, 2021

A photoredox-catalyzed three-component radical cascade reaction of β,γ-unsaturated oximes/hydrazones, the sulfur dioxide surrogate DABCO·(SO 2 ) and alkenes under mild conditions is developed.

Язык: Английский

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