A Transition Metal-Free Minisci Reaction: Acylation of Isoquinolines, Quinolines, and Quinoxaline

被引：134
|
作者：
Siddaraju, Yogesh [1 ]
Lamani, Manjunath [1 ]
Prabhu, Kandikere Ramaiah [1 ]
机构：
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 09期
关键词：
AROMATIC-SUBSTITUTION BHAS; FREE-RADICAL REACTIONS; DEFICIENT HETEROCYCLES; HETEROAROMATIC BASES; HOMOLYTIC ACYLATION; AEROBIC CONDITIONS; XANTHONE FORMATION; ORGANIC-CHEMISTRY; ALDEHYDES; ALKALOIDS;
D O I：
10.1021/jo500294z
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Transition metal-free acylation of isoquinoline, quinoline, and quinoxaline derivatives has been developed employing a cross dehydrogenative coupling (CDC) reaction with aldehydes using substoichiometric amount of TBAB (tetrabutylammonium bromide, 30 mol %) and K2S2O8 as an oxidant. This intermolecular acylation of electron-deficient heteroarenes provides an easy access and a novel acylation method of heterocyclic compounds. The application of this CDC strategy for acylation strategy has been illustrated in synthesizing isoquinoline-derived natural products.
引用
收藏
页码：3856 / 3865
页数：10
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