ChemInform Abstract: Regioselective Acylation of Heterocyclic Ketene Aminals with Acetyl Chloride.

✍ Scribed by C.-Y. YU; Z.-T. HUANG; L.-B. WANG

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 29 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199703169

✦ Synopsis

Regioselective Acylation of Heterocyclic Ketene Aminals with Acetyl Chloride.

-Acylation of ketene aminals (I) affords exclusively the N-acylated products (IV), while in the presence of triethylamine and Hg(CN)2 the C-acylated products (III) predominate together with (IV) as minor products. The (E)-configuration of the products (IV) is determined based on the observation of strong intramolecular hydrogen bonding between the amino group and the carbonyl group. -(YU, C.-Y.