ONE-POT STEREOSELECTIVE SYNTHESIS AND STRUCTURAL STUDY OF 1-METHYLTHIO-2-AZABUTA-1,3-DIENE-4-CARBONITRILES

被引：14

作者：

LORENTE, A

BALCAZAR, JL

FLORENCIO, F

机构：

[1] Univ Nacl Educ Distancia, DEPT CIENCIAS ANALIT, E-28040 MADRID, SPAIN

[2] CSIC, INST ROCASOLANO, UEI CRISTALOG, E-28006 MADRID, SPAIN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 24期

关键词：

D O I：

10.1039/p19920003377

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The methylation of the carbanion resulting from addition of thioamides to methoxymethylene compounds 1 or ketene dithioacetals 2 affords two series of 1-methylthio-2-azabuta-1,3-diene-4-carbonitriles 5 or 6. The IR, MS and H-1 and C-13 NMR spectral properties are reported. X-Ray crystallographic analyses established the E stereochemistry of the C-N double bond in all cases studied. Isomerization of the C-N double bond was achieved by treatment of the 2-aza dienes 5a and 6a with sodium methanethiolate in propan-2-ol at room temperature.

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页码：3377 / 3381

页数：5

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