3,6-二氢-2H-1,3-噻嗪-2-硫酮的多组分合成。

Department of Chemistry and Pharmaceutical Sciences, Amsterdam Institute for Molecules, Medicines and Systems, VU University, De Boelelaan 1083, 1081HV Amsterdam, The Netherlands.

Molecules. 2012 Feb 8;17(2):1675-85. doi: 10.3390/molecules17021675.

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.

未融合的 3,6-二氢-2H-1,3-噻嗪-2-硫酮构成了一类迄今尚未得到充分探索的化合物，最近的报道可以追溯到二十多年前。噻嗪-2-硫酮含有一个内环二硫代氨基甲酸酯基团，该基团通常存在于杀虫剂、自由基化学的底物以及合成硫脲和脒的中间体中。我们现在报告了原位生成的 1-氮杂二烯与二硫化碳的多组分反应（MCR）。通过该反应，建立了一条通向潜在有趣的 3,6-二氢-2H-1,3-噻嗪-2-硫酮的一步法，并且合成了一个小的文库。