REARRANGEMENT OF 4-(AMINOTHIOCARBONYL)OXAZOLES TO 5-AMINOTHIAZOLES - SYNTHETIC AND MINDO/3 MO STUDIES

One of the most intriguing aspects of heterocyclic chemistry is the conversion of one heterocyclic system to another.1These processes occur via ring opening of the heterocycle under acidic, basic, thermal, or photochemical conditions followed by recyclization of an acyclic intermediate. Cycloadditions can also provide an approach to heterocyclic ring transformations. Because of its reactivity toward acids, bases, heat, dienophiles, and dipolarophiles, the oxazole ring system is an attractive starting point for a variety of ring transformations2. © 1990, American Chemical Society. All rights reserved.