Base mediated synthesis of α-aminated aroyl/acetylnaphthalenes through [4+2] annulations

被引：11

作者：

Singh, Surjeet ^{[1
]}

Althagafi, Ismail ^{[2
]}

Yadav, Pratik ^{[1
]}

Panwar, Rahul ^{[1
]}

Kumar, Abhinav ^{[3
]}

Pratap, Ramendra ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Delhi 110007, India

[2] Umm Alqra Univ, Dept Chem, Mecca, Saudi Arabia

[3] Univ Lucknow, Dept Chem, Lucknow 226009, Uttar Pradesh, India

来源：

TETRAHEDRON | 2014年 / 70卷 / 46期

关键词：

Naphthalene; Annulation; Ketenedithioacetal; Acridine; DITHIOACETALS; PHARMACOPHORE; DERIVATIVES; EFFICIENT;

D O I：

10.1016/j.tet.2014.09.089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed a base promoted simple, efficient and alternative approach for the synthesis of 4-amino-3-aroyl//heteroaroyl/acetyl-2-methylsulfanyl-naphthalene-1-carbonitriles by reaction of easily accessible 3,3-bis(methylthio)-1-aryl/heteroaryl/acetylprop-2-en-1-one and 2-cyanomethyl-benzonitrile. Reaction of 1-(2-halo/methoxy-phenyl)-3,3-bis(methylthio)prop-2-en-1-one and 2-cyanomethylbenzonitrile under basic conditions also afforded 6-(methylthio)-7-oxo-7,12-dihydrobenzo[c]acridine-5-carbonitrile along with usual product. Structure of the synthesized product has been confirmed by single X-ray crystallography. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：8879 / 8884

页数：6

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