Titanium(IV)-mediated synthesis of 2,3-diisothiocyanato-succinic acid diesters and 3,6-dithioxo-piperazine derivatives

被引:11
作者
Ciez, Dariusz [1 ]
机构
[1] Jagiellonian Univ, Dept Organ Chem, PL-30060 Krakow, Poland
关键词
D O I
10.1016/j.tet.2007.03.053
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidative homocoupling of titanium(IV) enolates of 2-isothiocyanato-carboxylic esters resulted in the synthesis of 2,3-diisothiocyanato-succinic acid diesters. The reactions were carried out using DIPEA/TiCl4 oxidizing system and led to chiral dimers (instead of meso) as main products. Titanium(IV) enolates derived from hindered 2-isothiocyanato-carboxylates did not undergo the oxidative homocoupling but gave 3,6-dithioxo-piperazines. (C) 2007 Elsevier Ltd. All rights reserved.
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收藏
页码:4510 / 4515
页数:6
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