文献类型：期刊文献

英文题名：Photocatalyst-free H₂O-regulated and regiodivergent multicomponent hydrogenation/bifunctional sulfonylation of alkynes

作者：Sun, Jie[1];Wang, Chaodong[1];Wu, Chunlei[2];Wang, Wenjian[1];Zeng, Yue[1];Song, Shengjie[1];Chen, Zhiwei[1];Li, Jianjun[1,3]

机构：[1]Zhejiang Univ Technol, Coll Pharmaceut Sci, Key Lab Green Pharmaceut Technol & Related Equipme, Minist Educ, Hangzhou 310014, Peoples R China;[2]Shaoxing Univ, Zhejiang Engn Res Ctr Fat Soluble Vitamin, Shaoxing 312000, Peoples R China;[3]Zhejiang Univ Technol, Coll Pharmaceut Sci, Key Lab Pharmaceut Engn Zhejiang Prov, Hangzhou 310014, Peoples R China

年份：2024

卷号：26

期号：6

起止页码：3301

外文期刊名：GREEN CHEMISTRY

收录：SCI-EXPANDED(收录号：WOS:001158892600001)、、WOS

基金：We are grateful to the National Natural Science Foundation of China (no. 22178314 and 21776254), the Zhejiang Provincial Key R&D Project (no. 2021C03148), the Opening Project of Zhejiang Engineering Research Center of Fat-soluble Vitamin (2023) and the Commissioned Research Project (KYY-HX-20180002) for financial help.

语种：英文

外文摘要：An efficient and mild multicomponent reaction (MCR) for the preparation of vinyl sulfone is reported, which is achieved by the hydrogenation/difunctional sulfonylation of an alkynyl ester with the corresponding N-allyl bromodifluoroacetamide, DABSO and H2O under visible light conditions without the need for any metal catalysts or additives. This transformation is the first example of a conversion using H2O as the hydrogen source to interact with DABCO to form [DABCO-H](+), which ultimately reacts with the vinyl group, with the advantage of high chemoselectivity and step economy. Notably, the method produces different sulfonylation products with the same substrate regulated by the presence or absence of H2O, which greatly reduces the cost of the chemical reaction and exhibits good functional group tolerance and substrate range. In addition, gram-scale experiments proceeded smoothly, proving the practicality of the methodology.