Construction of 4-Vinyl-1,2-oxaphospholane 2-Oxides from Vinyloxiranes and Phosphoryl Diazomethanes

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-12-23 DOI:10.1021/acs.orglett.4c04105

Yinqiao Wang, Wenlong Tong, Jiaxi Xu

引用次数: 0

Abstract

Various 4-vinyl-1,2-oxaphospholane 2-oxides are prepared in good to excellent yields from vinyloxiranes and in situ-generated phosphenes from phosphoryl diazomethanes via the phosphene-induced ring expansion of oxiranes. The reaction is a novel and expeditious strategy for the synthesis of 1,2-oxaphospholane 2-oxide derivatives, featuring ring expansion of readily available starting materials, high atom economy, no catalyst, a fast reaction rate, broad functional group tolerance, high yields, and separable diastereomers.

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乙烯基环氧烷和磷酰重氮甲烷合成4-乙烯基-1,2-草磷酰2-氧化物

以乙烯基氧环烷为原料制备了各种各样的4-乙烯基-1,2-草磷膦烷2-氧化物，并通过磷基氧环烷诱导的氧环烷扩环法制备了磷基重氮甲烷原位生成的磷基氧环烷。该反应是合成2-氧代1,2-草磷烷衍生物的一种新颖而快捷的方法，具有起始原料易获得、原子经济性高、无需催化剂、反应速率快、官能团耐受性广、产率高、可分离的非对映体等特点。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.

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