Synthesis of Pyridin-2(1H)-one Derivatives via Enamine Cyclization

被引：24

作者：

Chikhalikar, Sandip ^{[1
]}

Bhawe, Vijay ^{[1
]}

Ghotekar, Bhausaheb ^{[2
]}

Jachak, Madhukar ^{[2
]}

Ghagare, Maruti ^{[2
]}

机构：

[1] Bhavans Coll, Bharatiya Vidya Bhavans NM Inst Sci, Dept Chem, Bombay 400058, Maharashtra, India

[2] KTHM Coll, Organ Chem Res Ctr, Dept Chem, Nasik 422002, MS, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 10期

关键词：

HIGHLY SUBSTITUTED PYRIDIN-2(1H)-ONES; EFFICIENT SYNTHESIS; NITRILES; FACILE; CYANOACETALDEHYDE; HETEROCYCLES; BINDING;

D O I：

10.1021/jo200197g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The nucleophilic vinylic substitution reaction of the aliphatic enaminone 3-dimethylamino-2-formyl acrylonitrile 1 with the nucleophiles malononitrile and ethyl cyanoacetate produced the two unusual reaction adducts 3a and 3b in good to moderate yield under milder reaction conditions. Upon read:ion with aromatic amines, these adducts yielded enamines 4 and 5, which eventually cyclized in the presence of base to produce the novel pyridin-2(1H)-one derivatives 8 and 9.

引用

页码：3829 / 3836

页数：8

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