Iodine-catalyzed, one-pot, three-component aza-Friedel-Crafts reaction of electron-rich arenes with aldehyde/carbamate combinations

被引：19

作者：

Jaratjaroonphong, Jaray ^{[1
,2
]}

Krajangsri, Suppachai ^{[1
,2
]}

Reutrakul, Vichai ^{[3
,4
]}

机构：

[1] Burapha Univ, Fac Sci, Dept Chem, Chon Buri 20131, Thailand

[2] Burapha Univ, Fac Sci, Ctr Excellence Innovat Chem, Chon Buri 20131, Thailand

[3] Mahidol Univ, Fac Sci, Dept Chem, Bangkok 10400, Thailand

[4] Mahidol Univ, Fac Sci, Ctr Excellence Innovat Chem, Bangkok 10400, Thailand

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 19期

关键词：

Three-components; alpha-Branched amines; Iodine; Aza-Friedel-Crafts; AMIDOALKYL NAPHTHOLS; EFFICIENT CATALYST; TERT-BUTYL; IMINES; INDOLES; ACID; TRIARYLMETHANES; ALDEHYDES; AMINES; DEPROTECTION;

D O I：

10.1016/j.tetlet.2012.03.024

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodine is shown to be an efficient catalyst for a one-step, three-component aza-Friedel-Crafts reaction of activated arenes or heteroarenes with benzyl or tert-butyl carbamates in combination with a wide variety of aldehydes in toluene under 'open-flask' and mild conditions. In the presence of 5 mol % of iodine in toluene at room temperature, the reaction gives the corresponding N-CBz or N-Boc protected a-branched amines, selectively, in good to excellent yields. (C) 2012 Published by Elsevier Ltd.

引用

页码：2476 / 2479

页数：4

共 46 条

[1] Understanding the behavior of N-tosyl and N-2-pyridylsulfonyl Imines in CuII-Catalyzed aza-friedel-crafts reactions [J].