Synthesis of Halogenated Pyridines via the CuCl-Catalyzed Addition of Polyhaloacetonitriles to Olefins

Article abstract of DOI:10.1021/jo00225a027

Halogenated acetonitriles add smoothly to acrolein, methacrolein, and methacrolein dimethyl acetal in the presence of a catalytic amount of CuCl and triphenylphosphine, tri-n-butylphosphine, or triethylamine to give halogenated difunctional adducts.The adducts have been cyclized in high yields under acidic conditions to halogenated pyridines.