Cyclization of phenyl azides with homoallylic or allylic ortho substituents and the consequences of triazoline fragmentation
PAS Smith, SSP Chou
Index: Smith, Peter A. S.; Chou, Shang-shing Peter Journal of Organic Chemistry, 1981 , vol. 46, # 20 p. 3970 - 3977
Full Text: HTML
Citation Number: 32
Abstract
o-(A1lyloxy) phenyl azide (1) and 14 derivatives substituted on the allyl group were thermolyzed at 110-120" C to form benzoxazines (16), dihydroazirinobenzoxazines (17), or 3-alkenylbenzomorpholines (18, 19) through fragmentation of intermediate triazoliies. With substituted allyl groups, the geometrical isomers gave the same products in the same ratio, except in the case of o-(fi, r-dimethylallyl) phenyl azide. Rearrangement by phenyl ...
Related Articles:
[Brucelle, Francois; Renaud, Philippe Organic Letters, 2012 , vol. 14, # 12 p. 3048 - 3051]
[Brucelle, Francois; Renaud, Philippe Organic Letters, 2012 , vol. 14, # 12 p. 3048 - 3051]
[Brucelle, Francois; Renaud, Philippe Organic Letters, 2012 , vol. 14, # 12 p. 3048 - 3051]
[Brucelle, Francois; Renaud, Philippe Organic Letters, 2012 , vol. 14, # 12 p. 3048 - 3051]