ChemInform Abstract: A New Synthesis of 2-Benzazepines

Autor: Alan R. Katritzky, Rena G. Akhmedova, Rexiat Maimait, Yong-Jiang Xu
Rok vydání: 2010
Předmět:
Zdroj: ChemInform. 33
ISSN: 1522-2667
0931-7597
DOI: 10.1002/chin.200233181
Popis: AlCl 3 -mediated intramolecular cyclization of N,N-bis(1H-1,2,3-benzotriazol-1-ylmethyl)-3-phenyl-1-propanamine (5) gave 2-benzotriazolylmethyl-2,3,4,5-tetrahydro-1H-2-benzazepine (6). Subsequent nuclcophilic substitution of the benzotriazolyl group in 6 with Grignard reagents, triethyl phosphite and sodium borohydride afforded 2,3,4,5-tetrahydro-1H-2-benzazepines 1a-e, 2 and 3. Similarly, TiCl 4 -mediated cyclization of 8 and 10 gave 5,6,7,13b-tetrahydro-9H-isoindolo[1,2-a][2]benzazepin-9-one (9) and 1,2,5,6,7,11b-hexahydro-3H-pyrrolo[2,1-a][2]benzazepin-3-one (11), respectively.
Databáze: OpenAIRE