Thermolysis of tertiary alkyl azides

RA Abramovitch, EP Kyba

Index: Abramovitch,R.A.; Kyba,E.P. Journal of the American Chemical Society, 1974 , vol. 96, p. 480 - 488

Full Text: HTML

Citation Number: 24

Abstract

Abstract: The thermolysis of five tertiary alkyl azides leads to both carbon-nitrogen and nitrogen-nitrogen bond fission in roughly equivalent amounts. Strong evidence for the intermediacy of alkylnitrenes was obtained by the isolation of intramolecular aromatic substitution products, dihydrophenanthridines from 2-CsHsC6H4CR2N3 (R= Me and Ph). Other less ideally situated azides lead to no intramolecular aliphatic CH insertion or ...