Design and synthesis of diaziridinyl quinone thiadiazole hybrids via nitrile sulfide cycloaddition reaction as a key step
作者:Anjaiah Aitha、Satyanarayana Yennam、Manoranjan Behera、Jaya Shree Anireddy
DOI:10.1016/j.tetlet.2016.02.082
日期:2016.3
of novel diaziridinyl quinone thiadiazole hybrids (9a–9j) were synthesized starting from 2-hydroxy-5-methoxybenzoic acid 1 in a 7 step synthetic sequence. The key step in the scheme involves the nitrile sulfide cycloaddition reaction of oxathiazolone 4 with p-tosylcyanide to obtain 1,2,4-thiadiazole derivative 5. We have demonstrated that p-tosyl group of thiadiazole 5 can be displaced with various
从2-羟基-5-甲氧基苯甲酸1开始,以7步合成顺序合成了一系列新型的二叠氮基醌醌噻二唑杂化物(9a – 9j)。该方案的关键步骤涉及恶唑烷酮4与对甲苯磺酰基氰的腈类硫化物环加成反应,以获得1,2,4-噻二唑衍生物5。我们已经证明噻二唑5的对甲苯磺酰基可以被各种氮杂环置换以产生未知的3,5-二取代的噻二唑衍生物。