Difunctionalization of Sulfamate-Derived Cyclic Imines through Phosphine Catalysis

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC
Yaping Wang, Bing Zheng*, Jiawei Liu, Siting Qu, Shicong Hou, Leijie Zhou* and Hongchao Guo*, 
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引用次数: 0

Abstract

With the use of alkynyl 1,2-diones as phosphine acceptors and H2O as a reaction partner, an unprecedented phosphine-catalyzed three-component difunctionalization of sulfamate-derived cyclic imines was achieved, providing a wide range of highly functionalized cyclic sulfonamide products in moderate to good yields. This protocol features a broad substrate scope and mild reaction conditions. It also represents a rare example of H2O serving as a substrate to participate in phosphine-catalyzed reactions. The reaction mechanism involves a tandem acyloxylation/cinnamoylation reaction.

Abstract Image

Abstract Image

膦催化磺胺衍生物环亚胺的双官能化
以炔基1,2-二酮为膦受体,H2O为反应伙伴,实现了前所未有的膦催化磺胺衍生物环亚胺三组分双官能化反应,以中高收率获得了广泛的高官能化环磺酰胺产品。该工艺的特点是底物范围广,反应条件温和。它也代表了H2O作为底物参与膦催化反应的罕见例子。反应机理为乙酰氧基化/肉桂基化串联反应。
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来源期刊
Organic Letters
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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