Synthesis of carbo- and heterofused 5-amino-2H-1,2-thiazine 1,1-dioxides via the CSIC reaction strategy
作者:Maksim S. Dyachenko、Yaroslav O. Chuchvera、Alexey V. Dobrydnev、Andriy I. Frolov、Eugeniy N. Ostapchuk、Maria V. Popova、Yulian M. Volovenko
DOI:10.1016/j.tet.2022.132685
日期:2022.3
studies with respect to the synthesis of carbo- and heterofused β-enamino-δ-sultams annelated on face c (3,4-bond). This class of compounds was designed as isomeric counterpart of known pharmacological templates – fused δ-sultams annelated through a face e (5,6-bond) following the principles of bioisosteric replacement. The starting material for this synthesis is cyclic vicinal amino nitriles. In particular
在这里,我们全面介绍了我们关于合成在面 c(3,4-键)上退火的碳和异质融合的β-烯氨基-δ-磺胺嘧啶核苷的研究。这类化合物被设计为已知药理学模板的异构体对应物——按照生物等排置换原理通过面 e (5,6-键)退火的融合δ-磺胺嘧啶。该合成的起始材料是环状连氨基腈。特别是,根据化学性质和反应性,开发了几种用于 5 元和 6 元碳和杂芳族以及富含 sp 3 的 β-烯氨基腈的甲磺酰化方法。获得的N-单-或/和N,N-二甲磺酸盐被转化为相应的N-甲基甲磺酰胺,对其进行CSIC(碳负离子介导的磺酸盐(磺胺)分子内环化)反应方案,从而提供目标碳和杂稠合的β-烯氨基- δ -苏丹。与碳亲电试剂和异亲电试剂的反应证明了它们的合成效用。