Green Synthetic Approach for the Construction of 3,5-Disubstituted 1,2,4-Oxadiazoles and Ataluren Analogues from Dithioesters Using Water

被引:18
作者
Swarup, Hassan A. [1 ]
Chaithra, Nagaraju [1 ]
Mantelingu, Kempegowda [1 ]
Rangappa, Kanchugarkoppal S. [1 ]
机构
[1] Univ Mysore, Dept Studies Chem, Mysuru 570006, Karnataka, India
关键词
Amidoxime; Ataluren; 3,5-Disubstituted 1,2,4oxadiazole Dithioesters; NaOH; Water; ONE-POT SYNTHESIS; C-H FUNCTIONALIZATION; PHOSPHINE-IMIDAZOLINE LIGANDS; POTENTIAL ANTICANCER AGENTS; PROSTATE-CANCER AGENTS; BIPOLAR HOST MATERIALS; HETERO-FUSED ANALOGS; TANDEM APPROACH; COMPLEMENTARY REGIOSELECTIVITY; DIASTEREOSELECTIVE SYNTHESIS;
D O I
10.1002/slct.201800886
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An innovative green synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from dithioesters using water as a solvent. This approach becomes more interesting because it undergoes nucleophilic substitution-dehydration-intramolecular cyclization in a single step to give 3,5-disubstituted 1,2,4-oxadiazoles in good to excellent yields under transition-metal free conditions and allows wide functional group tolerance. This green protocol leads to synthesis of a drug lead molecule, Ataluren and their analogues.
引用
收藏
页码:5390 / 5394
页数:5
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