The Journal of organic chemistry · 2026
Photoinduced Three-Component Radical Sulfonylation/Cyclization Cascade Reaction for the Synthesis of 4-(Sulfonylmethyl)isoquinoline-1,3(2H,4H)-diones under Mild Conditions.
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Wang Bin, Zhang Yongsen, Xue Fei, Ni Deguo, Chen Ziren, Wu Shaofeng, Xia Yu, Zhang Yonghong, Liu Chenjiang
Аннотация
A photoinduced three-component radical sulfonylation/cyclization cascade reaction has been developed for the construction of 4-(sulfonylmethyl)isoquinoline-1,3(2H,4H)-diones. Specifically, aryltriazenes were employed as the aryl source, while 1,4-diazabicyclo[2.2.2]octane-1,4-disulfinate (DABSO) served as a convenient solid "SO2" surrogate. Upon irradiation with purple LED, arylsulfonyl radicals are in situ generated, which subsequently undergo radical addition/cyclization with acryloylbenzamides to afford the target products. Notably, this protocol exhibits prominent advantages, including operational simplicity, mild reaction conditions, stable and readily accessible starting materials, as well as the avoidance of oxidants, photocatalysts, and additional additives.