Reductive cyclization of o-nitrophenyl propargyl alcohols:: Facile synthesis of substituted quinolines

被引：54

作者：

Sandelier, Matthew J. ^{[1
]}

DeShong, Philip ^{[1
]}

机构：

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 17期

关键词：

ANTITUMOR ANTIBIOTIC STREPTONIGRIN; AROMATIC NITRO-COMPOUNDS; ONE-POT SYNTHESIS; CHEMOSELECTIVE REDUCTION; CONVERGENT SYNTHESIS; ANILINES; ANALOGS; NITROARENES; CHLORIDE; RING;

D O I：

10.1021/ol0710921

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reduction of secondary and tertiary o-nitrophenyl propargyl alcohols followed by acid-catalyzed Meyer-Schuster rearrangement gave 2-substituted and 2,4-disubstituted quinolines, respectively. Tertiary propargyl alcohols gave excellent yields of the quinoline derivative, while the yields of quinolines were slightly reduced when secondary propargyl alcohol derivatives were utilized.

引用

页码：3209 / 3212

页数：4

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