Base-Catalyzed Cascade Cyclization of Acyl Cyanides and Isocyanates for the Synthesis of Oxazoles
文献类型： 外文期刊
作者： Zhang, Wei 1 ; Hou, Jing 2 ; Li, Hongjun 1 ; Wan, Yaya 2 ; Zhou, Pengjuan 2 ; Tang, Dong 2 ;
作者机构： 1.Ningxia Inst Metrol & Qual, Dept Light Ind Inspection Ctr, 1-1 Qingyuan Rd Helan, Yinchuan, Ningxia, Peoples R China
2.Ningxia Acad Agr & Forestry Sci, Agr Resource & Environm Inst, Ningxia Ctr Agr Organ Synth, 590 Huanghe Rd, Yinchuan, Ningxia, Peoples R China
关键词： Acyl cyanides; Base-promoted; Cyclization reaction; Oxazoles; Isocyanates
期刊名称：CHEMISTRYSELECT （ 影响因子：2.0； 五年影响因子：2.0 ）
ISSN： 2365-6549
年卷期： 2025 年 10 卷 4 期
页码：
收录情况： SCI
摘要： Oxazoles are key heterocyclic motifs in pharmaceuticals and natural products. We report a base-promoted method for the synthesis of oxazoles from acyl cyanides and isocyanates under mild conditions. Using KOH as a catalyst in acetonitrile at 80 degrees C, a variety of acyl cyanides with different substituents were cyclized efficiently, yielding oxazoles in good to excellent yields (up to 98%). A plausible mechanism involving 1,1-addition, 1,3-H shift, and intramolecular cyclization is proposed. This work offers a straightforward and versatile approach to oxazole synthesis.
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