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

页码：480 / 491

页数：12

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