ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of 2-Substituted 1 H-Benz[e][1,4]oxazepin-5-onesAn approach to the hitherto unknown class of 1H-benz[e][1,4]oxazepin-5-ones is given based on reduction and cyclization of appropriate acyclic ortho-nitro compounds as starting materials. Thus, some 2-substituted derivatives (3a-i) were synthesized by catalytic hydrogenation of acyl 2-nitrobenzoates (1a-i) to yield the corresponding anthranilic acid esters (2a-i), which were subsequently cyclized in polyphosphoric acid at elevated temperature. The behaviour of esters 1a-i towards spontaneous intramolecular reductive cyclization is discussed in comparison to that of similar educts leading to sixmembered heterocycles as shown by former results.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19903320310