ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Cyclization reactions with 2-(β-styryl)benzylamines 5-Phenyl-1H-2-benzazepinesCyclization of the urea derivative 3 with POCl3 to give 2-(4-methyl-1-piperazinyl)-4-phenylquinoline (4) was carried out in analogy to the quinoline synthesis of Foulds & Robinson. This reaction was used for the preparation of 2-benzazepines. The trisubstituted ureas 6 and 8, derived from the 2-(β-styryl)-benzylamines 5, were cyclized with POCl3 to yield the 3-amino-5-phenyl-1H-2-benzazepines 7 and 9, respectively. Similarly, cyclization of the corresponding acetyl-derivatives 10 gave the 3-methyl-5-phenyl-1H-2-benzazepines 12. On the other hand, the disubstituted urea 15, cyclized under the same conditions to the 1-methyl-1-phenylisoindoline derivative 16, and 2-(β-styryl)benzylamine (5a) on treatment with phosgene gave the isoindoline 17 in an analogous manner.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19770600519
Permalink