Acetohydrazone: A Transient Directing Group for Arylation of Unactivated C(sp3)-H Bonds

被引:91
|
作者
Ma, Fei [1 ]
Lei, Min [2 ]
Hu, Lihong [1 ,2 ]
机构
[1] E China Univ Sci & Technol, Shanghai Key Lab New Drug Design, Sch Pharm, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
INTRAMOLECULAR AMINATION; POTENT INHIBITORS; ACTIVATION; DERIVATIVES; INDOLINES; OXIDATION; ALCOHOLS; RECEPTOR; KETONE;
D O I
10.1021/acs.orglett.6b01170
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward and efficient method has been developed for the synthesis of 2-benzylbenzaldehyde derivatives from 2-methylbenzaldehyde and iodobenzene via a C(sp(3))-H activation process. In the course of the activation reaction, acetohydrazone is formed between 2-benzylbenzaldehyde and acetohydrazine as a transient directing group. As a new kind of transient directing group, acetohydrazone exhibits a remarkable directing effect to give corresponding products in good to excellent yields.
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页码:2708 / 2711
页数:4
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