Synthesis of substituted 2,3-dihydro-1,3,4,2-thiadiazaphospholes

被引：11
|
作者：
Huang, TB
Zhang, JL
机构：
[1] Institute of Organic Synthesis, Central China Normal University
来源：
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1995年 / 104卷 / 1-4期
基金：
中国国家自然科学基金;
关键词：
thiohydrazide; 1,3,4,2-thiadiazaphosphole; 1,2,3-diazaphosphole; NMR spectra; tris(dialkylamino)phosphine; cyclocondensation; Staudinger reaction;
D O I：
10.1080/10426509508042575
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Reactions of phosphorus trichloride (PCl3), thiophosphoryl trichloride (PSCl3) and tris(dialkylamino)phosphine (P(NR(2))(3)) with substituted thiohydrazides (<(1a)under bar>-(1) under bar) under a variety of conditions led to thirty one substituted 2,3-dihydro-1,3,4,2-thiadiazaphospholes (<(2a)under bar>-(1) under bar, <(3a)under bar>-(c) under bar, <(4a)under bar>-(1) under bar). The side-reactions leading to <(4h)under bar> and (5) under bar also are discussed. The elimination of HCl from 2-chloro-5-methylthio-2,3-dihydro-1,3,4,2-thiadiazaphosphole (<(2b)under bar>) by 1,8-diazabicyclo-[5,4,0]-undec-7-ene (''DBU'') gave rise to 5-methylthio-1,3,4,2-thiadiazaphosphole dimer ((6) under bar). The Staudinger reaction and sulfuration of 2-diethylamino-3-N-phenyl-5-methylthio-2,3-dihydro-1,3,4,2-thiadiazaphosphole (<(4a)under bar>) with Me(3)SiN(3) and S-8 result in the formation of 2-(trimethylsilyl)imino-((7) under bar) and 2-thiono-((8) under bar) substituted counterparts respectively. The structures of the above products were confirmed by elemental analysis, IR, MS, and H-1-NMR, C-13-NMR and P-31-NMR.
引用
收藏
页码：33 / 44
页数：12
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