TY - DATA T1 - Direct C−H Arylation and Alkenylation of 1-Substituted Tetrazoles: Phosphine As Stabilizing Factor PY - 2010/01/01 AU - Marcel Špulák AU - Richard Lubojacký AU - Petr Šenel AU - Jiří Kuneš AU - Milan Pour UR - https://acs.figshare.com/articles/journal_contribution/Direct_C_H_Arylation_and_Alkenylation_of_1_Substituted_Tetrazoles_Phosphine_As_Stabilizing_Factor/2803015 DO - 10.1021/jo902180u.s001 L4 - https://ndownloader.figshare.com/files/4497424 KW - phosphine ligand KW - presence KW - cyanamide KW - yield KW - Phosphine KW - species KW - purine KW - Arylation KW - Substituted KW - Tetrazole KW - CuI KW - imidazole KW - FactorDirect arylation KW - tetrazole KW - Alkenylation KW - fragmentation KW - Cs 2CO KW - Pd catalysis KW - disubstituted KW - Various KW - alkenylation N2 - 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-PdII species from fragmentation into the corresponding cyanamide. Various 1,5-disubstituted tetrazoles were prepared with good to excellent isolated yields. ER -