Diversely Substituted Quinolines via Rhodium-Catalyzed Alkyne Hydroacylation

被引：44

作者：

Neuhaus, James D. ^{[1
]}

Morrow, Sarah M. ^{[1
]}

Brunavs, Michael ^{[2
]}

Willis, Michael C. ^{[1
]}

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Mansfield Rd, Oxford OX1 3TA, England

[2] Eli Lilly & Co Ltd, Lily Res Ctr, Sunninghill Rd, Windlesham GU20 6PH, Surrey, England

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 07期

基金：

英国工程与自然科学研究理事会;

关键词：

ARYL METHYL SULFIDES; INTERMOLECULAR HYDROACYLATION; BETA; GAMMA-UNSATURATED KETONES; ALDEHYDES; CYCLIZATION; MECHANISM; METAL; BOND; 2-AMINOBENZALDEHYDES; DERIVATIVES;

D O I：

10.1021/acs.orglett.6b00390

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Rh-catalyzed hydroacylative union of aldehydes and o-alkynyl anilines leads to 2-aminophenyl enones, and onward to substituted quinolines. The mild reaction conditions employed in this chemistry result in a process that displays broad functional group tolerance, allowing the preparation of diversely substituted quinolines in high yields. Extension to the use of o-alkynyl nitro arenes as substrates leads to 2-nitrochalcones, from which both quinolines and quinoline N-oxides can be accessed.

引用

页码：1562 / 1565

页数：4

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