炔烃与磺酰肼的无金属氧化螺环化反应合成3-磺化氮杂螺[4,5]三烯酮
Metal-Free Oxidative Spirocyclization of Alkynes with Sulfonylhydrazides Leading to 3-Sulfonated Azaspiro[4,5]trienones.
作者信息
Wen Jiangwei, Wei Wei, Xue Shengnan, Yang Daoshan, Lou Yu, Gao Chaoyang, Wang Hua
机构信息
The Key Laboratory of Life-Organic Analysis and Key Laboratory of Pharmaceutical Intermediates and Analysis of Natural Medicine, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, Shandong, China.
出版信息
J Org Chem. 2015 May 15;80(10):4966-72. doi: 10.1021/acs.joc.5b00361. Epub 2015 May 7.
A novel and direct oxidative spirocyclization of arylpropiolamides with sulfonylhydrazides leading to 3-sulfonated azaspiro[4,5]trienones has been developed under metal-free conditions. The reaction is performed in a tandem manner constituted by the sequential sulfonylation of alkynes, ipso-carbocyclization, dearomatization, hydration, and oxidation processes, providing a convenient and efficient approach to various sulfonated azaspiro[4,5] trienones of biological importance.
在无金属条件下，已开发出一种新颖且直接的芳基丙炔酰胺与磺酰肼的氧化螺环化反应，可生成3-磺化氮杂螺[4,5]三烯酮。该反应以串联方式进行，由炔烃的连续磺酰化、本位碳环化、去芳构化、水合和氧化过程组成，为合成各种具有生物学重要性的磺化氮杂螺[4,5]三烯酮提供了一种简便有效的方法。
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