On the Reactions of α-Chlorocarbenium Ions with Ammonium Thiocyanate and Potassium Cyanate

Article abstract of DOI:10.1055/s-1987-28073

Preparations of 1-thia-3-azabutatrienium salts 2 from ammonium thiocyanate and α-chlorocarbenium salts 3 of the Vilsmeier-Arnold type, and of the geminal diisothiocyanates 6 are described. α-Chlorocarbenium salts react with potassium cyanate and ketones or tertiary carboxamides to give 2-azaallenium salts 9.A mechanistically interesting reaction of α-chlorocarbenium cations with carbonyl compounds has been observed.