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三丁基膦催化对醌亚甲基的 1,6-共轭磺酰化反应:水相中高效构建非对称 gem-二芳基甲基砜

TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water.

机构信息

Key Laboratory of Applied Chemistry of Chongqing Municipality, College of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.

出版信息

Molecules. 2020 Jan 26;25(3):539. doi: 10.3390/molecules25030539.

Abstract

A highly efficient sulfonylation of -quinone methides with sulfonyl hydrazines in water has been developed on the basis of the mode involving a tetrabutyl ammonium bromide (TBAB)-promoted sulfa-1,6-conjugated addition pathway. This reaction provides a green and sustainable method to synthesize various unsymmetrical diarylmethyl sulfones, showing good functional group tolerance, scalability, and regioselectivity. Further transformation of the resulting diarylmethyl sulfones provides an efficient route to some functionalized molecules.

摘要

基于四丁基溴化铵(TBAB)促进的磺酰-1,6-共轭加成途径,开发了一种在水中高效的 - 醌甲亚胺与磺酰肼的磺酰化反应。该反应为合成各种不对称二芳基甲基砜提供了一种绿色可持续的方法,具有良好的官能团耐受性、可扩展性和区域选择性。所得二芳基甲基砜的进一步转化为一些功能化分子提供了一条有效的途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/79ff/7038064/c42ea6dc2a6e/molecules-25-00539-sch003.jpg

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