Highly Stereoselective Synthesis of 2-Acyl-3-sulfonamidobut-2-enoates Using Solid Calcium Carbide as a Substitute for Gaseous Acetylene

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-07-17 DOI:10.1021/acs.orglett.4c0227510.1021/acs.orglett.4c02275

Botao Wang, Xinjie You, Jiao Wang and Zheng Li*,

引用次数: 0

Abstract

Multifunctional group compounds, 2-acyl-3-sulfonamidobut-2-enoates, are efficiently constructed using solid calcium carbide as an alkyne source through the simultaneous formation of two bonds in one step. The salient features of this protocol are the use of an inexpensive, abundant, and easy-to-use alkyne source as a substitute for flammable and explosive gaseous acetylene, low-cost catalyst, mild conditions, wide substrate scope, high stereoselectivity, satisfactory yield, and simple manipulation. This method can also be extended to the gram scale.

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用固体碳化钙替代气态乙炔高立体选择性合成 2-酰基-3-磺酰胺丁-2-烯酸盐

利用固体碳化钙作为炔源，通过一步同时形成两个键，高效地构建了多功能基团化合物--2-酰基-3-磺酰胺丁-2-烯酸盐。该方法的突出特点是使用廉价、丰富且易于使用的炔烃源替代易燃易爆的气态乙炔，催化剂成本低，条件温和，底物范围广，立体选择性高，产率令人满意，操作简单。这种方法还可扩展到克级规模。

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 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.