Base-Catalyzed Cascade Cyclization of Acyl Cyanides and Isocyanates for the Synthesis of Oxazoles

被引：0
|
作者：
Zhang, Wei [1 ]
Hou, Jing [2 ]
Li, Hongjun [1 ]
Wan, Yaya [2 ]
Zhou, Pengjuan [2 ]
Tang, Dong [2 ]
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
来源：
CHEMISTRYSELECT | 2025年 / 10卷 / 04期
关键词：
Acyl cyanides; Base-promoted; Cyclization reaction; Oxazoles; Isocyanates; ONE-POT SYNTHESIS; 2,5-DISUBSTITUTED OXAZOLES; DERIVATIVES; ALKYNES; DESIGN;
D O I：
10.1002/slct.202405646
中图分类号：
O6 [化学];
学科分类号：
0703 ;
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.
引用
收藏
页数：3
相关论文
共 50 条
12345