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Radical C–C Bond Cleavage/Addition Cascade of Benzyl Cycloketone Oxime Ethers Enabled by Photogenerated Cyclic Iminyl Radicals

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成果类型:
期刊论文
作者:
Wang, Peng-Zi;He, Bin-Qing;Cheng, Ying;Chen, Jia-Rong*;Xiao, Wen-Jing*
通讯作者:
Chen, Jia-Rong;Xiao, Wen-Jing
作者机构:
[Cheng, Ying; Chen, Jia-Rong; Xiao, WJ; He, Bin-Qing; Xiao, Wen-Jing; Wang, Peng-Zi] Cent China Normal Univ, Key Lab Pesticides & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, CCNU uOttawa Joint Res Ctr,Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
[Xiao, Wen-Jing] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
通讯机构:
[Chen, JR; Xiao, WJ] C
[Xiao, Wen-Jing] L
Cent China Normal Univ, Key Lab Pesticides & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, CCNU uOttawa Joint Res Ctr,Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
语种:
英文
期刊:
Organic Letters
ISSN:
1523-7060
年:
2019
卷:
21
期:
17
页码:
6924-6929
基金类别:
NNSFCNational Natural Science Foundation of China (NSFC) [21622201, 91856119, 21820102003, 21772053]; Science and Technology Department of Hubei Province [2017AHB047]; Fundamental Research Funds for the Central UniversitiesFundamental Research Funds for the Central Universities [CCNU19TS051]; Program of Introducing Talents of Discipline to Universities of China (111 Program) [B17019]
机构署名:
本校为第一且通讯机构
院系归属:
化学学院
摘要:
A light-driven, metal-free, and iminyl radical-mediated ring-opening C-C bond cleavage/addition cascade of O-4-methoxybenzyl oxime ethers and alkenes is described for the first time. The reaction shows a broad substrate scope and high functional group compatibility with both components, giving the corresponding valuable oxo nitriles in generally good yields. Key to the success of this protocol is the generation of cyclic iminyl radicals from the O-4-methoxybenzyl oxime ethers via a photocatalytic hydrogen atom transfer (HAT) process. The proposed ...

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