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Published on: May 26, 2019
Glyoxylic acid monohydrate promoted reductive addition of sodium sulfinates to pillar[4]arene[1]quinone
Enfu Zhang1, Da Ma1, Chenghao Zhu1
1School of Pharmaceutical and Chemical Engineering & Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, Zhejiang, China. chhzhu@tzc.edu.cn.
Abstract:
An efficient synthesis of sulfonate esters through reductive addition of sodium sulfinates to pillar[4]arene[1]quinone has been established (15 examples). Compared to the arylsulfonylation of p-quinone with sodium arylsulfinates under other acidic conditions, this work affords the hydroquinone-type 4-O-sulfonyl derivatives by using glyoxylic acid monohydrate as a promoter. The protocol features mild reaction conditions and high selectivity and is an alternative protocol for the O-sulfonylation of pillar[4]arene[1]hydroquinone.
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