取代哌嗪-2,5-二酮的高效有机催化α-亚磺酰化反应
Efficient Organocatalytic alpha-Sulfenylation of Substituted Piperazine-2,5-diones.
作者信息
Dubey Ramin, Polaske Nathan W, Nichol Gary S, Olenyuk Bogdan
机构信息
Department of Chemistry, The University of Arizona, Tucson, AZ 85721.
出版信息
Tetrahedron Lett. 2009 Jul 29;50(30):4310-4313. doi: 10.1016/j.tetlet.2009.05.031.
Abstract
Organocatalytic alpha-sulfenylation of substituted piperazine-2,5-diones is reported through the use of cinchona alkaloids as Lewis bases and electrophilic sulfur transfer reagents. 1-Phenylsulfanyl[1,2,4]triazole, a novel sulfur transfer reagent, gave excellent product yields with a number of substituted piperazine-2,5-diones under mild conditions. Catalyst loading, stoichiometry of sulfur electrophile, temperature and solvent were optimized to achieve high product yields.
摘要
据报道，通过使用金鸡纳生物碱作为路易斯碱和亲电硫转移试剂，实现了取代哌嗪 - 2,5 - 二酮的有机催化α - 硫代化反应。新型硫转移试剂1 - 苯基硫烷基[1,2,4]三唑在温和条件下与多种取代哌嗪 - 2,5 - 二酮反应，得到了优异的产物收率。对催化剂用量、硫亲电试剂的化学计量比、温度和溶剂进行了优化，以实现高产物收率。
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