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

IF 3.3 2区 化学 Q1 CHEMISTRY, ORGANIC The Journal of Organic Chemistry Pub Date : 2024-11-04 DOI:10.1021/acs.joc.4c0208610.1021/acs.joc.4c02086
Appasaheb K. Nirpal, Harshit Joshi, Steven P. Kelley and Shyam Sathyamoorthi*, 
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Abstract

We show the first examples of one-pot tandem sulfamoylation/aza-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.

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探索一锅串联磺酰胺酰化和偶氮迈克尔环化反应合成噁噻嗪二氧杂环
我们展示了从线性烯醇前体制备噁噻嗪二氧杂环的单锅串联氨基磺酰化/氮杂迈克尔反应的首个实例。我们的优化方案对各种官能团都有很好的耐受性,并能提供适于进一步转化的产物。反应规模大,无需采取特别的预防措施来排除空气或环境湿度。
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来源期刊
The Journal of Organic Chemistry
The Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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