Synthesis of Isomeric Isothiazolo[4′,3′:4,5]- and Isothiazolo[4′,5′:4,5]thieno[3,2-b]pyrano[2,3-d]pyridines by Combination of Domino Reactions

被引：9

作者：

Shestopalov, Anatoliy M. ^{[1
]}

Larionova, Natalia A. ^{[1
]}

Fedorov, Alexander E. ^{[1
]}

Rodinovskaya, Lyudmila A. ^{[1
]}

Mortikov, Valery Yu. ^{[1
]}

Zubarev, Andrey A. ^{[1
]}

Bushmarinov, Ivan S. ^{[2
]}

机构：

[1] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia

[2] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia

来源：

ACS COMBINATORIAL SCIENCE | 2013年 / 15卷 / 10期

关键词：

disodium; 4-cyanoisothiazole-3; 5-dithiolate; ethyl; 4-chloroacetoacetate; isothiazoles; isothiazolothienopyranopyridines; domino reaction; regioselectivity; BIOLOGICAL EVALUATION; MULTICOMPONENT SYNTHESIS; DERIVATIVES; 4-HYDROXYCOUMARIN; ISOTHIAZOLES;

D O I：

10.1021/co400066y

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Isothiazolothienopyridines have been prepared by a domino reaction (the S(N)2 reaction -> the Thorpe-Ziegler reaction -> the Thorpe-Guareschi reaction type) from disodium 4-cyanoisothiazole-3,5-dithiolate. By changing the order of addition of the alkylation reagents in the reaction with disodium 4-cyanoisothiazole-3,5-dithiolate both possible isomers of the isothiazolothienopyridines are synthesized. These isomers were further used in three-component domino reaction (the Knoevenagel reaction -> the Michael reaction -> the hetero-Thorpe-Ziegler reaction type) to obtain wide range of isomeric isothiazolothienopyranopyridines.

引用

页码：541 / 545

页数：5

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