Ring-opening reactions of N-methyl cyclic ketene-N,O-acetals with carboxylic acids, nitrophenol, and arylthiols.
Ring-opening reactions of N-methyl cyclic ketene-N,O-acetals with carboxylic acids, 4-nitrophenol, and arylthiols afforded amidoesters, amidoaryl ether, and amidothioethers, respectively, in good yields via an acid-catalyzed S(N)2 mechanism.
Zhou
Aihua
A
Department of Chemistry, Mississippi State University, Mississippi State, Mississippi 39762, USA.
Pittman
Charles U
CU
D000080:Acetals / Q000138:chemical synthesis*; D000085:Acetates; D005030:Ethylenes; D006571:Heterocyclic Compounds; D007659:Ketones; D008958:Models, Molecular; D010080:Oxazoles / Q000737:chemistry
D000080:Acetals; D000085:Acetates; D005030:Ethylenes; D006571:Heterocyclic Compounds; D007659:Ketones; D010080:Oxazoles; C008223:ketene