恭喜实验室本科生张三玉的文章被J Org Chem接收发表！
发布时间：2026-09-30 14:27:38
Photosensitizer-free synthesis of arylsulfonated 4,5-fused polycyclic coumarin derivatives via photoinduced cascade sulfonylation/cyclization of 4-(N-alkyl-N-acrylamido)coumarins
Sanyu Zhang,a,† Dongliang Xing,b,† Lili Wang,a Jinwei Yuan,a,* Zhenhua Dong,a Yongmei Xiao,a Liangru Yanga
The Journal of Organic Chemistry, 2026, DOI: 1021/acs.joc.6c01866.
A practical visible-light-induced cascade sulfonylation/cyclization of 4-(N-alkyl-N-acrylamido)coumarins bearing unactivated alkenes with arylsulfonyl chlorides has been developed for the synthesis of arylsulfonylated 4,5-fused polycyclic coumarin derivatives. The reaction proceeds at room temperature under external-photosensitizer-, base- and oxidant-free conditions. This protocol features mild conditions, broad substrate scope, good functional group tolerance, and moderate to excellent yields. Synthetic utility was further demonstrated by a gram-scale reaction and by successful irradiation with natural sunlight. Additionally, preliminary mechanistic studies support a radical cascade pathway initiated by energy transfer (EnT) from the photoexcited 4-(N-alkyl-N-acrylamido)coumarin framework to arylsulfonyl chlorides, followed by S-Cl bond hemolysis and intramolecular cyclization.
Sanyu Zhang,a,† Dongliang Xing,b,† Lili Wang,a Jinwei Yuan,a,* Zhenhua Dong,a Yongmei Xiao,a Liangru Yanga
The Journal of Organic Chemistry, 2026, DOI: 1021/acs.joc.6c01866.
A practical visible-light-induced cascade sulfonylation/cyclization of 4-(N-alkyl-N-acrylamido)coumarins bearing unactivated alkenes with arylsulfonyl chlorides has been developed for the synthesis of arylsulfonylated 4,5-fused polycyclic coumarin derivatives. The reaction proceeds at room temperature under external-photosensitizer-, base- and oxidant-free conditions. This protocol features mild conditions, broad substrate scope, good functional group tolerance, and moderate to excellent yields. Synthetic utility was further demonstrated by a gram-scale reaction and by successful irradiation with natural sunlight. Additionally, preliminary mechanistic studies support a radical cascade pathway initiated by energy transfer (EnT) from the photoexcited 4-(N-alkyl-N-acrylamido)coumarin framework to arylsulfonyl chlorides, followed by S-Cl bond hemolysis and intramolecular cyclization.