Alkaline-Metal-Catalyzed One-Pot Aminobenzylation of Aldehydes with Toluenes

被引：49

作者：

Liu, Guoqing ^{[1
]}

Walsh, Patrick J. ^{[2
]}

Mao, Jianyou ^{[1
]}

机构：

[1] Nanjing Tech Univ, Jiangsu Natl Synerget Innovat Ctr Adv Mat, Sch Chem & Mol Engn, Inst Adv Synth, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China

[2] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, 231 South 34th St, Philadelphia, PA 19104 USA

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 21期

基金：

美国国家科学基金会; 中国国家自然科学基金;

关键词：

C-H BONDS; N-BUTYLLITHIUM; FUNCTIONALIZATION; ACTIVATION; ARYLATION; SP(3); CONDENSATION; ALKYLARENES; LITHIATION; ALKYLATION;

D O I：

10.1021/acs.orglett.9b02737

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and easily accessible MN(SiMe3)(2) (M = Li or Na)/Cs2CO3 co-catalyzed benzylation of in situ generated N-(trimethylsilyl) aldimines with toluene derivatives has been successfully developed. The catalyst exhibits high chemoselectivity for deprotonation of toluenes at the benzylic position. The utility of this system is exemplified by the one-pot synthesis of a diverse array of bioactive 1,2-diarylethylamines with excellent efficiency and broad functional group tolerance.

引用

页码：8514 / 8518

页数：5

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