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一锅法串联磺酰化和迈克尔环化反应合成二氧代恶噻嗪烷杂环的探索

Exploration of One-Pot, Tandem Sulfamoylation and -Michael Cyclization Reactions for the Syntheses of Oxathiazinane Dioxide Heterocycles.

作者信息

Nirpal Appasaheb K, Joshi Harshit, Kelley Steven P, Sathyamoorthi Shyam

机构信息

Department of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66047, United States.

Department of Chemistry, University of Missouri─Columbia, Columbia, Missouri 65211, United States.

出版信息

J Org Chem. 2024 Nov 15;89(22):16774-16778. doi: 10.1021/acs.joc.4c02086. Epub 2024 Nov 4.

Abstract

We show the first examples of one-pot tandem sulfamoylation/-Michael reactions for the preparation of oxathiazinane dioxide heterocycles from linear alkenyl alcohol precursors. Our optimized protocols are tolerant of a variety of functional groups and provide products that are amenable for further transformations. The reactions scale well, and no special precautions are required to exclude air or ambient moisture.

摘要

我们展示了首例用于从直链链烯醇前体制备二氧代氧杂噻嗪烷杂环的一锅串联氨磺酰化/-迈克尔反应。我们优化的方案能耐受多种官能团,并提供适合进一步转化的产物。反应放大效果良好,无需采取特殊预防措施来排除空气或环境湿度。

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