Palladium-Catalyzed C8 Alkylation of 1-Naphthylamides with Alkyl Halides via Bidentate-Chelation Assistance

被引：76
|
作者：
Huang, Lehao [2 ]
Sun, Xudong [1 ]
Li, Qian [1 ]
Qi, Chenze [1 ]
机构：
[1] Shaoxing Univ, Inst Appl Chem, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Zhejiang, Peoples R China
[2] Wenzhou Med Univ, Renji Coll, Wenzhou 325035, Zhejiang, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 14期
基金：
中国国家自然科学基金;
关键词：
UNACTIVATED C(SP(3))-H BONDS; H BOND; DIRECT ARYLATION; ACTIVATION; CENTERS; IODIDES; SP(2); SCOPE; DYES;
D O I：
10.1021/jo500932x
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Pd-catalyzed regioselective alkylation of C8-H bonds in 1-naphthylamides containing a quinolinamide or picolinamide moiety as a bidentate directing group with alkyl halides is reported. The amide directing group can be easily hydrolyzed under basic conditions. Various alkyl halides including alkyl iodides and benzyl bromide or chloride can be employed as coupling partners, exclusively providing 8-alkyl-1-naphthylamide derivatives.
引用
收藏
页码：6720 / 6725
页数：6
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