Synthesis of difluoromethylene-containing 1,2,4-oxadiazole compounds via the reaction of 5-(Difluoroiodomethyl)-3-phenyl-1,2,4-oxadiazole with unsaturated compounds initiated by sodium dithionite

Synthesis

Volumn , Issue 12, 2007, Pages 1768-1778

  Yang, Xueyan ^a   Wang, Zhonghua ^a   Fang, Xiang ^a   Yang, Xianjin ^a   Wu, Fanhong ^a,b   Shen, Yongjia ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

butyrolactone; 1,2,4 oxadiazole; Addition; Cyclization; Difluoromethylene

Indexed keywords

IODINATION; SODIUM DITHIONITE; ZINC REAGENT;

ADDITION REACTIONS; CYCLIZATION; SYNTHESIS (CHEMICAL); UNSATURATED COMPOUNDS;

AROMATIC HYDROCARBONS;

3 BUTYL 5 [2,2 DIFLUORO 2 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)ETHYL] 4,5 DIHYDROFURAN 2(3H) ONE; 4,4 DIFLUORO 2 IODO 4 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)BUT 2 EN 1 OL; 4,4 DIFLUORO 2 IODO 4 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)BUTAN 1 OL; 5 (1,1 DIFLUORO 3 IODO 3 PHENYLALLYL) 3 PHENYL 1,2,4 OXADIAZOLE; 5 (1,1 DIFLUORO 3 IODOHEPTYL) 3 PHENYL 1,2,4 OXADIAZOLE; 5 (1,1 DIFLUORO 3 IODONONYL) 3 PHENYL 1,2,4 OXADIAZOLE; 5 (3 ACETOXY 1,1 DIFLUORO 3 IODOPROPYL) 3 PHENYL 1,2,4 OXADIAZOLE; 5 (BROMODIFLUOROMETHYL) 3 PHENYL 1,2,4 OXADIAZOLE; 5 (DIFLUOROIODOMETHYL) 3 PHENYL 1,2,4 OXADIAZOLE; 5 [1,1 DIFLUORO 2 (4 METHYLTETRAHYDROFURAN 2 YL)ETHYL] 3 PHENYL 1,2,4 OXADIAZOLE; 5 [1,1 DIFLUORO 2 (4 PHENYLTETRAHYDROFURAN 2 YL)ETHYL] 3 PHENYL 1,2,4 OXADIAZOLE; 5 [1,1 DIFLUORO 2 [4 (IODOMETHYL)TETRAHYDROFURAN 3 YL]ETHYL] 3 PHENYL 1,2,4 OXADIAZOLE; 5 [1,1 DIFLUORO 2 TETRAHYDROFURAN 2 YL)ETHYL] 3 PHENYL 1,2,4 OXADIAZOLE; 5 [2 (3,3 DIMETHYLTETRAHYDROFURAN 2 YL) 1,1 DIFLUOROETHYL] 3 PHENYL 1,2,4 OXADIAZOLE; 5 [2,2 DIFLUORO 2 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)ETHYL 4,5 DIHYDROFURAN 2(3H) ONE; 5 [2,2 DIFLUORO 2 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)ETHYL] 3 METHYL 4,5 DIHYDROFURAN 2(3H) ONE; 5 [2,2 DIFLUORO 2 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)ETHYL] 3 PROPYL 4,5 DIHYDROFURAN 2(3H) ONE; 5 [2,2 DIFLUORO 2 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)ETHYL] 4,4 DIMETHYL 4,5 DIHYDROFURAN 2(3H) ONE; 5 [2,2 DIFLUORO 2 (PHENYL 1,2,4 OXADIAZOL 5 YL)ETHYL] 4,5 DIHYDROFURAN 2(3H) ONE; 5 [DIFLUORO (2 IODOCYCLOHEXYL)METHYL] 3 PHENYL 1,2,4 OXADIAZOL; 5 [DIFLUORO (2 IODOCYCLOPENTYL)METHYL] 3 PHENYL 1,2,4 OXADIAZOLE; 5,5 DIFLUORO 3 IODO 5 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)PENTANE NITRILE; 6,6 DIFLUORO 4 IODO 2 METHYL 6 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)HEXAN OL; 6,6 DIFLUORO 4 IODO 2 PHENYL 6 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)HEXAN 1 OL; 6,6 DIFLUORO 4 IODO 3,3 DIMETHYL 6 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)HEXAN 1 OL; 6,6 DIFLUORO 4 IODO 6 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)HEXAN 1 OL; METHYL 6,6 DIFLUORO 4 IODO 3,3 DIMETHYL 6 (3 PHENYL 1,2,4 OXADIAZOL 5 YL)HEXANOIC ACID; OXADIAZOLE DERIVATIVE; SODIUM DITHIONITE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ADDITION REACTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; COLUMN CHROMATOGRAPHY; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENVIRONMENTAL TEMPERATURE; IODINATION; LACTONIZATION;

EID: 34347378106     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-983705     Document Type: Article

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