Thermal Rearrangement of 2-Bromooxazolines to 2-Bromoisocyanates

A unprecedented thermally induced rearrangement of 2-bromo-4-substituted oxazolines into 2-bromoisocyanates with high selectivity has
been observed. Isolated yields of 85−90% were obtained with 2-bromo-4-phenyloxazoline, 2-bromo-4-isopropyloxazoline, or 2-bromo-4,4-dimethyloxazoline. In addition, chiral aziridinecarboxamides or 2-aminooxazolines could be selectively obtained from the corresponding 2-bromo
isocyanate depending on reaction conditions.