Site-Tunable Csp3- H Bonds Functionalization by Visible-Light-Induced Radical Translocation of N-Alkoxyphthalimides

被引:59
作者
Wang, Chuanyong [1 ]
Yu, Yangyang [1 ]
Liu, Wen-Long [1 ]
Duan, Wei-Liang [1 ]
机构
[1] Yangzhou Univ, Coll Chem & Chem Engn, 180 Siwangting Rd, Yangzhou 225002, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
CU-BASED SENSITIZERS; PHOTOREDOX CATALYSIS; RELAY CYCLIZATIONS; ALCOHOLS; GENERATION; ARYLATION; CONSTRUCTION; DERIVATIVES; ALKYLATION; ACTIVATION;
D O I
10.1021/acs.orglett.9b03524
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Site-tunable functionalization of C(sp(3))-H bonds has been accomplished through radical translocation and cross-coupling. Upon irradiation with visible light, copper-based. photocatalyst [Cu(Xantphos)(dmp)]BF4 enabled cross-coupling of N-alkoxyphthalimides with amino acid esters or amino acids to provide delta-C(sp(3))-H alkylated alcohols (31 examples, up to 92% yield) with additive BNDHP or alpha-C(sp(3))-H alkylated alcohols (18 examples, up to 86% yield) with additive DABCO in a highly regioselective fashion.
引用
收藏
页码:9147 / 9152
页数:6
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