N,N-Dimethyl-beta-alanine was found to be a more powerful phosphine-free ligand than the previously reported ligand, N,N-dimethylglycine, in the Pd-catalyzed Heck reaction for a variety of aryl bromides, aryl iodides, and activated aryl chlorides with a practical turnover number of 10(3). Both kinetic and theoretical studies suggested that N,N-dimethyl-beta-alanine led to faster oxidative addition of an aryl halide to Pd than N,N-dimethylglycine. [reaction: see text]
Azide formation O 0272Copper-Catalyzed Synthesis of Aryl Azides and 1-Aryl-1,2,3-triazoles from Boronic Acids. -Aryl and vinyl azides are obtained from the corresponding boronic acids in the presence of CuSO4. Direct addition of terminal alkynes as dipolarophiles results in a one-pot synthesis of 1,2,3-triazoles. -(TAO, C.-Z.; CUI, X.; LI, J.; LIU, A.-X.; LIU, L.; GUO*, Q.-X.; Tetrahedron Lett. 48 (2007) 20, 3525-3529; Dep.
Alkenes Q 0083N,N-Dimethyl-β-alanine as an Inexpensive and Efficient Ligand for Palladium--Catalyzed Heck Reaction. -The ligand is applied to a variety of aryl bromides, iodides and chlorides. The former ones afford the highest yields. -(CUI, X.; LI, Z.; TAO, C.
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