Synthesis of Functionalized Furans: Three‐Component Reactions Involving Ketene Dithioacetals, Acetylenes, and Phosphines to Generate Phosphorus Ylides or <i>N</i>‐Acyliminophosphoranes DOI
Qianqian Zhai,

Linlin Yan,

Xinyu Liu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(15), С. 3346 - 3353

Опубликована: Июнь 5, 2024

Abstract Synthesis of new polysubstituted furans incorporating reactive phosphorus ylides or N ‐acyliminophosphoranes was achieved by the heterocyclization flexible α‐acyl ketene dithioacetals. This one‐pot tandem reaction initiated acyl‐directed desulfurative Sonogashira coupling, followed 1,6‐addition phosphine to in situ‐generated enynone and subsequent 5‐ exo ‐ dig cyclization, as well phosphoranation. The selectivity toward two products, i. e. α‐phosphorus vs. α‐ ‐acyliminophosphoranes‐substituted furans, determined both electron‐deficient acetylenes copper salts.

Язык: Английский

Synthesis of Functionalized Furans: Three‐Component Reactions Involving Ketene Dithioacetals, Acetylenes, and Phosphines to Generate Phosphorus Ylides or <i>N</i>‐Acyliminophosphoranes DOI
Qianqian Zhai,

Linlin Yan,

Xinyu Liu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(15), С. 3346 - 3353

Опубликована: Июнь 5, 2024

Abstract Synthesis of new polysubstituted furans incorporating reactive phosphorus ylides or N ‐acyliminophosphoranes was achieved by the heterocyclization flexible α‐acyl ketene dithioacetals. This one‐pot tandem reaction initiated acyl‐directed desulfurative Sonogashira coupling, followed 1,6‐addition phosphine to in situ‐generated enynone and subsequent 5‐ exo ‐ dig cyclization, as well phosphoranation. The selectivity toward two products, i. e. α‐phosphorus vs. α‐ ‐acyliminophosphoranes‐substituted furans, determined both electron‐deficient acetylenes copper salts.

Язык: Английский

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