
TY  - JOUR
A1  - Dyall, LK 
A1  - Kemp, JE 
T1  - Oxidative cyclizations. I. The mechanism of the oxidation of ortho-substituted anilines with phenyliodoso acetate
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1967
VL  - 20
IS  - 8
SP  - 1625
EP  - 1633
KW  - 
UR  - https://doi.org/10.1071/CH9671625 
N2  - A comparison has been made of the types of ortho substituents which can be incorporated into a new heterocyclic ring by pyrolysis of aryl azides or during oxidation of anilines with phenyliodoso acetate. The results enable a new mechanism to be proposed for the amine oxidation. In its key step, the ortho substituent displaces iodobenzene from an intermediate iodoso ester to form the cyclic oxidation product. A competing reaction path involves homolysis of this iodoso ester to yield the free-radical precursors of azo compounds. 
ER  -

