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
收藏
页码：541 / 545
页数：5
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