Dithiocarboxylation reactions of N-containing C-nucleophiles

被引：0

作者：

Dolling, W ^{[1
]}

Birkner, V ^{[1
]}

Hartung, H ^{[1
]}

Biedermann, M ^{[1
]}

机构：

[1] UNIV HALLE WITTENBERG,INST PHYS CHEM,D-06108 HALLE,GERMANY

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1997年 / 120卷

关键词：

D O I：

暂无

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

3-Quinuclidinone reacts with carbon disulfide, strong base and an alkylating agent in dipolar aprotic solvents giving 2-dialkylthiomethylene compounds 1. N-acceptor methyl substituted 2,2,N-trimethyl-propionamides afford in this procedure compounds 2-4 and the N-cyanomethyl-N-methyl-benzamide forms compounds 5. 2-Methyl-benzimidazole leads to the product of N-attack, whereas using 1,2-dibromo-ethane 1,1'-carbonothioyl-bis(2-methyl-benzimidazole) 6 is formed. 2-Chloro-N-cyanomethyl-N-methyl-benzamide 8 gives on treatment with 2 equivalents of a suitable base, carbon disulfide, and an alkylating agent at lower temperatures the expected substituted ketene dithioacetals 9. At higher temperature the 2-alkylthio-4-methyl-5-oxo-4,5 -dihydrobenzo[f],1,4-thiazepine-3-carbonitriles 10 are formed. Reaction products have been identified and structurally characterized by X-ray analysis.

引用

页码：467 / 469

页数：3

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