Visible Light Mediated C(sp3)-H Alkenylation of Cyclic Ethers Enabled by Aryl Ketone

被引:31
作者
Zhang, Mengmeng [1 ]
Yang, Liming [1 ]
Yang, Hui [1 ]
An, Guanghui [1 ,2 ]
Li, Guangming [1 ]
机构
[1] Heilongjiang Univ, Sch Chem & Mat Sci, Key Lab Funct Inorgan Mat Chem, MOE, 74 Xuefu Rd, Harbin 150080, Heilongjiang, Peoples R China
[2] Harbin Engn Univ, Coll Mat Sci & Chem Engn, Harbin 150001, Heilongjiang, Peoples R China
基金
中国国家自然科学基金;
关键词
PCET; Photoredox catalysis; C(sp(3))-H activation; Alkenylation; Organocatalysis; C-H BONDS; BENZYLIC ETHERS; PHOTOCATALYTIC APPROACH; BETA-NITROSTYRENES; PHOTOREDOX; OXIDATION; ACID; TRIFLUOROMETHYLATION; NITROALKENES; DERIVATIVES;
D O I
10.1002/cctc.201802079
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
C-H alkenylation of cyclic ethers (THF, 1,4-dioxane) using the readily available nitroalkenes as the alkenylating reagents has been developed. It allows the rapid access to the alpha-alkenyl ethers with high E-selectivity. The previous inaccessible alpha-dienyl ethers are successfully obtained. Acyclic ether can also participate in this alkenylation process. The mechanism study reveals that alkenylation proceeded through a proton coupled electron transfer (PCET) process with a de-nitration.
引用
收藏
页码:1606 / 1609
页数:4
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