Synthesis and structure of 3-arylamino-2-(quinolin-2-yl)tropones

被引：6
|
作者：
Sayapin, Yu A. [1 ]
Gusakov, E. A. [2 ]
Bang, Zyong Ngia [3 ]
Tupaeva, I. O. [2 ]
Komissarov, V. N. [2 ]
Dorogan, I. V. [2 ]
Tkachev, V. V. [4 ]
Aldoshin, S. M. [4 ]
Minkin, V. I. [1 ,2 ]
机构：
[1] Russian Acad Sci, Southern Res Ctr, Rostov Na Donu 344006, Russia
[2] Southern Fed Univ, Res Inst Phys & Organ Chem, Rostov Na Donu 344090, Russia
[3] Thai Nguyen Univ Sci, Thai Nguyen City, Region Quyet Th, Vietnam
[4] Russian Acad Sci, Inst Problems Chem Phys, Chernogolovka 142432, Moscow Region, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2013年 / 62卷 / 02期
基金：
俄罗斯基础研究基金会;
关键词：
1,3-tropolones; 3-arylaminotropones; intramolecular hydrogen bond; quantum chemical calculations; tautomerism; X-ray diffraction analysis; TROPOLONE DERIVATIVES; 2-METHYLQUINOLINES; CONDENSATION;
D O I：
10.1007/s11172-013-0067-4
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A reaction of substituted 2-(quinolin-2-yl)-1,3-tropolones with POCl3 leads to the new3-chloro-2-(quinolin-2-yl)tropone derivatives. New 2-(4-arylaminoquinolin-2-yl)-3-aryl-aminocyclohepta-2,4,6-trien-1-ones and 2-[4-morpholino(piperidino)quinolin-2-yl]-3-aryl-aminocyclohepta-2,4,6-trien-1-ones were obtained by nucleophilic substitution reaction of the halogen atom in 2-(4-chloroquinolin-2-yl)-3-chlorotropones and 3-chloro-2-[4-morpholino-(piperidino)quinolin-2-yl]tropones. Molecular structures of 3-chloro-2-(quinolin-2-yl)tropone and 3-arylamino-2-(quinolin-2-yl)tropone were established by X-ray diffraction analysis. Energy and structural characteristics of isomers of 3-arylamino-2-(quinolin-2-yl)tropones in the gas phase and in solution were calculated by the density functional theory method (PBE0/6-31G**).
引用
收藏
页码：480 / 491
页数：12
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