One-Pot Parallel Synthesis of 5-(Dialkylamino)tetrazoles.
One-Pot Parallel Synthesis of 5-(Dialkylamino)tetrazoles.
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5-(二烷基氨基)四唑的一锅法平行合成。
DOI：
10.1021/acscombsci.9b00120
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发表时间：
2019
影响因子：
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通讯作者：
Grygorenko,O
中科院分区：
文献类型：
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作者：
Savych,Olena;Kuchkovska,YuliyaO;Bogolyubsky,AndreyV;Konovets,AnzhelikaI;Gubina,KaterynaE;Pipko,SergeyE;Zhemera,AntonV;Grishchenko,AlexanderV;Khomenko,DmytroN;Brovarets,VolodymyrS;Doroschuk,Roman;Moroz,YuriiS;Grygorenko,O
发展了两种组合合成5-（二烷基氨基）四唑类化合物的方法。以伯胺、仲胺、2，2，2-三氟乙基硫代氨基甲酸酯和叠氮化钠为起始试剂的方法成功率最高（67%）。反应的关键步骤包括不对称硫脲的生成、与1，3-丙磺酸内酯的烷基化反应和与叠氮阴离子的环合反应。通过这种方法合成了一个559个成员的氨基四唑库;该方法所覆盖的整体易于访问（真实的）化学空间超过700万种可行化合物。
Two protocols for the combinatorial synthesis of 5-(dialkylamino)tetrazoles were developed. The best success rate (67%) was shown by the method that used primary and secondary amines, 2,2,2-trifluoroethylthiocarbamate, and sodium azide as the starting reagents. The key steps included the formation of unsymmetrical thiourea, subsequent alkylation with 1,3-propane sultone and cyclization with azide anion. A 559-member aminotetrazole library was synthesized by this approach; the overall readily accessible (REAL) chemical space covered by the method exceeded 7 million feasible compounds.