Visible-Light Excitation of Quinolinone-Containing Substrates Enables Divergent Radical Cyclizations

被引:26
作者
Kim, Kiho [1 ,2 ]
Choi, Hangyeol [1 ,2 ]
Kang, Dahye [1 ,2 ]
Hong, Sungwoo [1 ,2 ]
机构
[1] Inst for Basic Sci Korea, Ctr Catalyt Hydrocarbon Functionalizat, Daejeon 34141, South Korea
[2] Korea Adv Inst Sci & Technol, Dept Chem, Daejeon 34141, South Korea
关键词
DONOR-ACCEPTOR COMPLEX; METAL-FREE; PHOTOCHEMICAL ACTIVITY; PHOTOCATALYZED SYNTHESIS; ALPHA-ALKYLATION; PHOTOREDOX; DRIVEN; PYRIDYLATION; GENERATION; ARYLATION;
D O I
10.1021/acs.orglett.9b01155
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reported herein is the photochemical activity of quinolinone-containing substrates that directly reach an excited state upon light absorption to trigger radical-based bond-forming processes. The presented transformations allow divergent construction of valuable dihydro- or tetrahydrophenanthridin-6(5H)-ones through the generation of S- or P-centered radicals, subsequent radical addition, cyclization, and a hydrogen atom transfer/electron transfer sequence. This strategy demonstrates the potential generality of quinolinone-tethered substrates to directly participate in the photoexcitation for the development of useful synthetic methods.
引用
收藏
页码:3417 / 3421
页数:5
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