Condensed sulfur-containing pyridine systems 3.* Construction of penta- and hexacyclic heterocyclic systems by the cascade reaction of 3-cyanopyridine-2(1H)-thiones and 3-cyano-pyridine-2(1H)-thiolates with 8-chloromethyl-3-methyl-7-(2-oxo-2-phenylethyl)xanthene

被引：8
作者：
Dotsenko, V. V. [1 ]
Sventukh, D. V. [2 ]
Krivokolysko, S. G. [1 ]
机构：
[1] Vladimir Dal E Ukrainian Natl Univ, ChemEx Lab, UA-91034 Lugansk, Ukraine
[2] Zaporozhe Natl Tech Univ, UA-69063 Zaporozhe, Ukraine
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2012年 / 48卷 / 09期
关键词：
8-chloromethyl-3-methyl-7-(2-oxo-2-phenylethyl)xanthene; 3-cyanopyridine-2(1H)-thiones; thieno[2,3-b]pyridines; alkylation; cascade reaction; Thorpe-Ziegler reaction; REGIOSELECTIVE SYNTHESIS; CONVENIENT REAGENTS; DOMINO REACTIONS; CYANOTHIOACETAMIDE; CHEMISTRY; STRATEGIES; TANDEM;
D O I：
10.1007/s10593-012-1149-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The alkylation of 3-cyanopyridine-2(1H)-thiones with 8-chloromethyl-3-methyl-7-(2-oxo-2-phenylethyl)- xanthene in a KOH-H2O-DMF system upon heating leads to the formation of pyrido-[3",2":4',5']thieno[3',2':5,6][1,4]diazepino[7,1-f]purine-2,4(3H,6H)-dione derivatives in good yields. Under milder conditions, the intermediates of the cascade reactions, namely, 2-({[3-methyl-2,6-dioxo-7-(2-oxo-2-phenylethyl)-2,3,6,7-tetrahydro-1H-purin-8-yl]methyl}thio)pyridine-3-carbonitriles, can be isolated and characterized.
引用
收藏
页码：1397 / 1409
页数：13
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