Base-promoted regio- and diastereoselective synthesis of tri- and tetra-substituted homoallenyl phosphine oxides via alkynyl enones†

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-04-08 DOI:10.1039/d5ob00446b

Shaochan Zhou , Haotian Zou , Xianqiang Huang , Jialin Qi , Zhenghu Xu

引用次数: 0

Abstract

A novel base-promoted method for hydrophosphinylation of alkynyl enones with secondary phosphine oxides has been developed. Using inexpensive and commercially available potassium carbonate, a variety of functionalized tri-substituted allene products were synthesized with exclusive regio- and diastereoselectivity under mild conditions. Furthermore, a one-pot, two-step, three-component tandem hydrophosphinylation/Heck reaction efficiently produced tetra-substituted homoallenyl phosphine oxides in excellent yields, demonstrating a relatively broad substrate scope.

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碱基促进炔烯酮催化区域选择性和非对映选择性合成三取代和四取代均烯基膦氧化物

提出了一种碱促炔烯酮与二次膦氧化物氢膦化反应的新方法。在温和的条件下，以廉价的、市售的碳酸钾为原料合成了多种功能化的三取代烯产品，具有专一的区域选择性和非对映选择性。此外，一锅、两步、三组分串联氢膦化/Heck反应高效地生产了四取代的全烯丙基膦氧化物，产率很高，表明了相对广泛的底物范围。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.