A versatile cyclodehydration reaction for the synthesis of isoquinoline and β-carboline derivatives

被引：164
|
作者：
Movassaghi, Mohammad [1 ]
Hill, Matthew D. [1 ]
机构：
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
来源：
ORGANIC LETTERS | 2008年 / 10卷 / 16期
关键词：
D O I：
10.1021/ol801264u
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The direct conversion of various amides to isoquinoline and beta-carboline derivatives via mild electrophilic amide activation, with trifluoromethanesulfonic anhydride in the presence of 2-chloropyridine, is described. Low-temperature amide activation followed by cyclodehydration upon warming provides the desired products with short overall reaction times. The successful use of nonactivated and halogenated phenethylene derived amides, N-vinyl amides, and optically active substrates is noteworthy.
引用
收藏
页码：3485 / 3488
页数：4
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