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Visible‐Light‐Induced Copper‐Catalyzed Alkylation/exo‐Cyclization of 1,7‐Dienes with Sulfonium Salts to Access Sulfur‐Containing Polycyclic Compounds.

Authors :
Liu, Xin‐Qian
Fan, Jian‐Hong
Tang, Ke‐Wen
Zhong, Long‐Jin
Liu, Yu
Source :
Advanced Synthesis & Catalysis; 9/17/2024, Vol. 366 Issue 18, p3868-3874, 7p
Publication Year :
2024

Abstract

A direct visible‐light‐promoted radical‐triggered tandem cyclization of 1,7‐diene systems with cyclic sulfonium salts by using copper(I)‐based complexes as photoredox catalyst is developed. With this approach, a variety of sulfur‐containing polycyclic derivatives are prepared through alkylation/6‐exo‐trig cyclization/5‐exo‐trig cyclization of 1,7‐diene systems under mild conditions. In addition, the photoinduced copper‐catalyzed ring‐opening of cyclic sulfonium salts provides the alkyl radical intermediates, which prefers addition to the C−C double bond that connected to the aromatic ring rather than the electron‐deficient vinyl in 1,7‐dienes. Moreover, oxidation of the desired sulfur‐containing polycyclic products provides a strategy for the preparation of remote nitrogen‐fused polycyclic substituted sulfoxide or sulfone‐containing derivatives. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
16154150
Volume :
366
Issue :
18
Database :
Complementary Index
Journal :
Advanced Synthesis & Catalysis
Publication Type :
Academic Journal
Accession number :
179962993
Full Text :
https://doi.org/10.1002/adsc.202400445