Construction of Sulfonyl Phthalides via Copper-Catalyzed Oxysulfonylation of 2-Vinylbenzoic Acids with Sodium Sulfinates

被引:34
|
作者
Xiong, Yan-Shi [1 ]
Zhang, Bin [1 ]
Yu, Yang [1 ]
Weng, Jiang [1 ]
Lu, Gui [1 ]
机构
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab New Drug Design & Evaluat, Guangzhou 510006, Guangdong, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 21期
关键词
DIRECTED ASYMMETRIC HYDROGENATION; C-H SULFONYLATION; ACTIVATION; PHOTOREDOX; ALKENES; ACCESS; DIFUNCTIONALIZATION; CYCLIZATION; LACTONES; STRATEGY;
D O I
10.1021/acs.joc.9b01646
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper-catalyzed difunctionalization of 2-vinyl-benzoic acids with sodium sulfinates to construct substituted lactones has been realized. This protocol employs inexpensive CuCl2 as the catalyst, di-tert-butyl peroxide or O-2 as the terminal oxidant, and readily available sodium sulfinates as sulfonylation reagents. High functional group tolerance and excellent yields were demonstrated by the efficient preparation of a wide range of gamma-sulfonylated phthalides.
引用
收藏
页码:13465 / 13472
页数:8
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