Construction of Benzo-1,2,3-thiazaphosphole Heterocycles by Annulations of <i>ortho</i>-Phosphinoarenesulfonyl Fluorides with Trimethylsilyl Azide
作者:Wenjun Luo、Zhenguo Wang、Xiaohui Cao、Dacheng Liang、Mingjie Wei、Keshu Yin、Le Li
DOI:10.1021/acs.joc.0c01309
日期:2020.11.20
Annulations of ortho-phosphinoarenesulfonyl fluorides with trimethylsilyl azide were developed to access an unprecedented benzo-1,2,3-thiazaphosphole heterocycle. A corresponding reaction mechanism was proposed and further elucidated by experimental and computational studies. The reaction proceeds through a Staudinger-type iminophosphorane intermediate followed by intramolecular trapping with sulfonyl
开发了邻-膦基芳烃磺酰氟与三甲基甲硅烷基叠氮化物的环,以得到前所未有的苯并1,2,3-噻唑磷杂环。提出了相应的反应机理,并通过实验和计算研究进一步阐明。该反应通过Staudinger型亚氨基膦烷中间体进行,然后用磺酰氟进行分子内捕集。