Multicomponent Synthesis of 3,6-Dihydro-2H-1,3-thiazine-2-thiones

被引:16
作者
Kruithof, Art [1 ]
Ploeger, Marten L. [1 ]
Janssen, Elwin [1 ]
Helliwell, Madeleine [2 ]
de Kanter, Frans J. J. [1 ]
Ruijter, Eelco [1 ]
Orru, Romano V. A. [1 ]
机构
[1] Vrije Univ Amsterdam, Dept Chem & Pharmaceut Sci, Amsterdam Inst Mol Med & Syst, NL-1081 HV Amsterdam, Netherlands
[2] Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England
关键词
3,6-dihydro-2H-1,3-thiazine-2-thiones; cyclic dithiocarbamates; multi-component reactions; molecular complexity; carbon disulfide; 1-azadiene; ONE-POT SYNTHESIS; KETONES; HETEROCYCLES; ACID;
D O I
10.3390/molecules17021675
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Non-fused 3,6-dihydro-2H-1,3-thiazine-2-thiones constitute a so far rather unexplored class of compounds, with the latest report dating back more than two decades. Thiazine-2-thiones contain an endocyclic dithiocarbamate group, which is often found in pesticides, in substrates for radical chemistry and in synthetic intermediates towards thioureas and amidines. We now report the multicomponent reaction (MCR) of in situ-generated 1-azadienes with carbon disulfide. With this reaction, a one-step protocol towards the potentially interesting 3,6-dihydro-2H-1,3-thiazine-2-thiones was established and a small library was synthesized.
引用
收藏
页码:1675 / 1685
页数:11
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