Cu-Catalyzed Synthesis of Novel Benzo[e]pyrazolo[1,5-c][1,3]thiazine Derivatives

被引：1

作者：

Li, Ming ^{[1
]}

Zhang, Jianwei ^{[1
]}

Wen, Lirong ^{[1
]}

机构：

[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, Qingdao 266042, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 34卷 / 12期

基金：

中国国家自然科学基金;

关键词：

benzo[e]pyrazolo[1,5-c][1,3]thiazines; 1-(2-bromoaryl)-3-ethoxy-3-amino-prop-2-en-1-ones; 5-(2-bromoaryl)-1H-pyrazol-3-amines; isothiocyanates; Cif-catalysis; coupling reaction; COUPLING REACTIONS; DIRECT ARYLATION; PROGRESS; CYCLIZATION; ANILINES; METHANOL; ACIDS;

D O I：

10.6023/cjoc201407025

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Based on substrate-design concept, a high chemoselectivitive synthetic strategy of novel benzo[e]pyrazolo[1,5-c][1,3]thiazine compounds through the Cu-catalyzed reactions of 5-(2-bromoaryl)-1H-pyrazol-3-amines and isothiocyanates was developed by using 1-(2-fromoaryl)-3-ethoxy-3-amino-prop-2-en-1-ones as raw material, which has advantages of simple operation, mild reaction conditions and high yields.

引用

页码：2478 / 2486

页数：9

共 61 条

[1] Cu-Catalyzed Reaction of 1,2-Dihalobenzenes with 1,3-Cyclohexanediones for the Synthesis of 3,4-Dihydrodibenzo[b,d]furan-1(2H)-ones [J].

Aljaar, Nayyef ;

Malakar, Chandi C. ;

Conrad, Juergen ;

Strobel, Sabine ;

Schleid, Thomas ;

Beifuss, Uwe .

JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (18) :7793-7803

[2] REACTIONS OF 3-DIAZO-1,3-DIHYDRO-2H-INDOL-2-ONE DERIVATIVES WITH ENAMINONES - A NOVEL SYNTHESIS OF 1,2,3-TRIAZOLES [J].

AUGUSTI, R ;

KASCHERES, C .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (25) :7079-7083

[3] 3,4-DIPHENYL-1H-PYRAZOLE-1-PROPANAMINE ANTIDEPRESSANTS [J].

BAILEY, DM ;

HANSEN, PE ;

HLAVAC, AG ;

BAIZMAN, ER ;

PEARL, J ;

DEFELICE, AF ;

FEIGENSON, ME .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (02) :256-260

[4] Palladium-Catalyzed Direct Arylation of Thiophenes Bearing SO2R Substituents [J].

Bheeter, Charles Beromeo ;

Bera, Jitendra K. ;

Doucet, Henri .

JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (15) :6407-6413

[5]

Braibante MEF, 2003, SYNTHESIS-STUTTGART, P1160

[6] Copper-Catalyzed Aerobic Oxidative Synthesis of 5-Substituted Imidazo/Benzimidazoquinazolinones through Intramolecular C-H Amination [J].

Chen, Lujun ;

Li, Chao ;

Bi, Xin ;

Liu, Hongxia ;

Qiao, Renzhong .

ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (09) :1773-1779

[7] Pd(II)-Catalyzed Enantioselective C-H Activation/C-O Bond Formation: Synthesis of Chiral Benzofuranones [J].

Cheng, Xiu-Fen ;

Li, Yan ;

Su, Yi-Ming ;

Yin, Feng ;

Wang, Jian-Yong ;

Sheng, Jie ;

Vora, Harit U. ;

Wang, Xi-Sheng ;

Yu, Jin-Quan .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (04) :1236-1239

[8] Research Progress towards Copper-Catalyzed Coupling Reactions for C-N Bonds and C-O Bonds [J].

Cheng, Yijuan ;

Sun, Liping .

CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (05) :877-890

[9] Cu-Catalyzed Three-Component Synthesis of Substituted Benzothiazoles in Water [J].

Deng, Hang ;

Li, Zhengkai ;

Ke, Fang ;

Zhou, Xiangge .

CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (16) :4840-4843

[10]

Duan ZB, 2010, CHINESE J ORG CHEM, V30, P368

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