The selective condensation of pyrazolones to isatins in aqueous medium

被引：9

作者：

Zhang, Yong ^{[1
]}

Nie, Long-Jun ^{[1
]}

Luo, Lang ^{[1
]}

Mao, Jia-Xin ^{[1
]}

Liu, Jin-Xiang ^{[1
]}

Xu, Guo-Hai ^{[1
]}

Chen, Deliang ^{[1
]}

Luo, Hai-Qing ^{[1
]}

机构：

[1] Garman Normal Univ, Key Lab Organopharmaceut Chem, Ganzhou 341000, Peoples R China

来源：

TETRAHEDRON | 2020年 / 76卷 / 07期

基金：

中国国家自然科学基金;

关键词：

Water; Condensation; Pyrazolones; Oxindoles; HENRY NITROALDOL REACTIONS; ORGANIC-SYNTHESIS; ON-WATER; DERIVATIVES; ANTIPYRINE; ALCOHOLS; HETEROCYCLES; CHEMISTRY; CYCLIZATION; EFFICIENT;

D O I：

10.1016/j.tet.2019.130916

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The selective condensation of pyrazolones with isatins using water as the reaction medium is presented. This strategy provides an environmentally benign synthetic route to synthesize various potentially bioactive pyrazolone substituted oxindoles. (C) 2020 Elsevier Ltd. All rights reserved.

引用

页数：6

共 69 条

[61] Room-Temperature Direct Alkenylation of 5-Pyrazolones [J].

Yang, Yiwen ;

Gong, Hao ;

Kuang, Chunxiang .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (24) :5276-5281

[62] Highly Efficient "On Water" Catalyst-Free Nucleophilic Addition Reactions Using Difluoroenoxysilanes: Dramatic Fluorine Effects [J].

Yu, Jin-Sheng ;

Liu, Yun-Lin ;

Tang, Jing ;

Wang, Xin ;

Zhou, Jian .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (36) :9512-9516

[63] Synthesis and fluorescence properties of 2-aryl-3-hydroxyquinolones, a new class of dyes displaying dual fluorescence [J].

Yushchenko, DA ;

Bilokin', MD ;

Pyvovarenko, OV ;

Duportail, G ;

Mély, Y ;

Pivovarenko, VG .

TETRAHEDRON LETTERS, 2006, 47 (06) :905-908

[64] Intramolecular Etherification and Polyene Cyclization of π-Activated Alcohols Promoted by Hot Water [J].

Zhang, Feng-Zhi ;

Tian, Yan ;

Li, Guo-Xing ;

Qu, Jin .

JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (02) :1107-1115

[65] Direct vinylogous oxidative cross-dehydrogenative coupling of 4-nitroisoxazoles with N-aryl tetrahydroisoquinolines in water under air conditions [J].

Zhang, Yong ;

Wei, Biao-Wen ;

Wang, Wen-Xin ;

Deng, Lei-Ling ;

Nie, Long-Jun ;

Luo, Hai-Qing ;

Fan, Xiao-Lin .

RSC ADVANCES, 2017, 7 (03) :1229-1232

[66] 'On water' direct vinylogous Henry (nitroaldol) reactions of 3,5-dimethyl-4-nitroisoxazole with aldehydes and trifluoromethyl ketones [J].

Zhang, Yong ;

Wei, Biao-Wen ;

Zou, Li-Na ;

Kang, Mei-Lian ;

Luo, Hai-Qing ;

Fan, Xiao-Lin .

TETRAHEDRON, 2016, 72 (19) :2472-2475

[67] "On water" direct catalytic vinylogous Henry (nitroaldol) reactions of isatins for the efficient synthesis of isoxazole substituted 3-hydroxyindolin-2-ones [J].

Zhang, Yong ;

Wei, Biao-Wen ;

Lin, Hui ;

Zhang, Ling ;

Liu, Jin-Xiang ;

Luo, Hai-Qing ;

Fan, Xiao-Lin .

GREEN CHEMISTRY, 2015, 17 (06) :3266-3270

[68] Catalytic Asymmetric Synthesis of Oxindoles Bearing a Tetrasubstituted Stereocenter at the C-3 Position [J].

Zhou, Feng ;

Liu, Yun-Lin ;

Zhou, Jian .

ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (09) :1381-1407

[69] Construction of the tetrahydroquinoline spiro skeleton via cascade [1,5]-hydride transfer-involved C(sp3)-H functionalization "on water" [J].

Zhu, Shuai ;

Chen, Chunqi ;

Xiao, Mingyan ;

Yu, Liping ;

Wang, Liang ;

Xiao, Jian .

GREEN CHEMISTRY, 2017, 19 (23) :5653-5658

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