Direct C-H Arylation and Alkenylation of 1-Substituted Tetrazoles: Phosphine As Stabilizing Factor

被引:40
作者
Spulak, Marcel [1 ]
Lubojacky, Richard [1 ]
Senel, Petr [1 ]
Kunes, Jiri [1 ]
Pour, Milan [1 ]
机构
[1] Charles Univ Prague, Fac Pharm Hradec Kralove, Ctr New Antivirals & Antineoplast, Dept Inorgan & Organ Chem, CZ-50003 Hradec Kralove, Czech Republic
关键词
CATALYZED DIRECT ARYLATION; EFFICIENT SYNTHESIS; REGIOSELECTIVE SYNTHESIS; ALPHA-ALKENYLATION; AZIDO COMPLEXES; ARYL HALIDES; PALLADIUM; PD(II); 1-SUBSTITUTED-1H-1,2,3,4-TETRAZOLES; FUNCTIONALIZATION;
D O I
10.1021/jo902180u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Direct arylation and alkenylation of 1-substituted tetrazoles was achieved via Pd catalysis in the presence of CuI and CS2CO3. Unlike the related reactions of imidazoles and purines, phosphine ligand was necessary to prevent the intermediate tetrazolyl-Pd-II species from fragmentation into the corresponding cyanamide, Various 1,5-disubstituted tetrazoles were prepared with good to excellent isolated yields.
引用
收藏
页码:241 / 244
页数:4
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