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Photoinduced 1,5-HAT-enabled 1,7-hydrosulfonylation of allylic ethers and amides

Herein, we report a photoinduced 1,7-hydrosulfonylation of allylic ethers and amides via a sequential Pd-mediated 1,5-HAT process and Pd-catalyzed allylic nucleophilic attack of arylsulfonates. This rationally designed synthetic protocol allows for facile construction of a series of structurally nov...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2024-10, Vol.6 (83), p.11984-11987
Main Authors: Deng, Ke-Yi, Xie, Zhen-Zhen, Yuan, Chu-Ping, Guan, Jian-Ping, Chen, Kai, Xiang, Hao-Yue, Yang, Hua
Format: Article
Language:English
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Summary:Herein, we report a photoinduced 1,7-hydrosulfonylation of allylic ethers and amides via a sequential Pd-mediated 1,5-HAT process and Pd-catalyzed allylic nucleophilic attack of arylsulfonates. This rationally designed synthetic protocol allows for facile construction of a series of structurally novel allylic sulfonated scaffolds, and features mild conditions, cheap and readily available raw materials and functional group compatibility. A new photoinduced protocol to access 1,7-hydrosulfonylation of allylic ethers and amides was developed via a rationally designed Pd-mediated sequential 1,5-HAT process and allylic nucleophilic attack of arylsulfonates under mild conditions.
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc03557g