AgOTf and TfOH co-catalyzed isoquinoline synthesis via redox reactions of O-alkyl oximes

被引：45

作者：

Hwang, Soojin ^{[1
,2
]}

Lee, Youngun ^{[1
,2
]}

Lee, Phil Ho ^{[3
]}

Shin, Seunghoon ^{[1
,2
]}

机构：

[1] Hanyang Univ, Dept Chem, Seoul 133791, South Korea

[2] Hanyang Univ, Res Inst Nat Sci, Seoul 133791, South Korea

[3] Kangwon Natl Univ, Dept Chem, Chunchon 200701, South Korea

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 20期

关键词：

HIGHLY EFFICIENT; CYCLIZATION; ALDOXIMES; PYRIDINES; CYCLOISOMERIZATION; GENERATION; IMINES; ETHERS; ROUTE; WATER;

D O I：

10.1016/j.tetlet.2009.02.144

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Under AgOTf and Bronsted acid co-catalysis, O-alkyl o-alkynylbenzaldoxime derivatives undergo a cyclization-induced N-O cleavage to produce isoquinolines with the simultaneous oxidation of O-alkyl group. This redox-based method provides a general access to diverse isoquinoline-derived heterocycles that are simple, efficient, and tolerant of various functional groups from readily available and hydrolytically stable oxime precursors. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：2305 / 2308

页数：4

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