Visible-Light-Induced α-Arylation of Ketones with (Hetero)aryl Halides

被引:0
|
作者
Liang, Chuyun [4 ]
Wang, Shuzhong [4 ]
Xue, Yunhao [4 ]
He, Xingyao [4 ]
Qin, Jialiang [1 ,2 ]
Zhan, Ruoting [4 ]
Liu, Bo [1 ,2 ,3 ]
Huang, Huicai [3 ,4 ]
机构
[1] Guangzhou Univ Chinese Med, Clin Med Coll 2, Guangzhou 510006, Peoples R China
[2] Guangzhou Univ Chinese Med, Guangdong Prov Key Lab Clin Res Tradit Chinese Med, Guangzhou 510006, Peoples R China
[3] State Key Lab Dampness Syndrome Chinese Med, Guangzhou 510006, Peoples R China
[4] Guangzhou Univ Chinese Med, Sch Pharmaceut Sci, Key Lab Chinese Med Resource Lingnan, Minist Educ, Guangzhou 510006, Peoples R China
基金
中国国家自然科学基金;
关键词
PHOTOREDOX CATALYSIS; ARYL HALIDES; ALDEHYDES; ALKYLATION; ORGANOCATALYSIS; ACTIVATION; BENZYLATION; GENERATION; NAPHTHOLS; RADICALS;
D O I
10.1021/acs.orglett.4c03510
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enamine-mediated photoredox catalyzed C(sp2)-C(sp3) cross-coupling of dual radical precursors for the arylation of ketone is presented in this Letter. These reactions led to the formation of an enamine by using pyrrolidine to functionalize the C(sp3)-H bond in ketone substrates, which could be smoothly converted to alpha-arylated ketones with inert aryl bromides and even aryl chlorides in moderate to good yields under mild reaction conditions. The photocatalytically induced C(sp2)-C(sp3) cross-coupling between unactivated noncyclic ketones and aryl halides was achieved, and multiple carbonyl alpha-arylated backbones containing various natural products and drug molecules were successfully constructed.
引用
收藏
页码:9346 / 9351
页数:6
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