title: A novel approach for C-C, C-N, and C-O bond formation reactions: a facile synthesis of benzophenazine, quinoxaline, and phenoxazine derivatives via ring opening of benzoxepines.
abstract: A new one-pot protocol has been developed for the synthesis of benzophenazine, quinoxaline, and phenoxazine derivatives by the reaction of benzoxepine-4-carboxylates with benzene-1,2-diamines, ethane-1,2-diamine, and 2-aminophenols in the presence of Bi(OTf)3 (5 mol %) under mild conditions in very good yields. The present protocol opens a new way for C-C, C-N, and C-O bond-formation reactions in a single-step process. The structural assignment was confirmed by X-ray analysis.
authors: Natural Product Chemistry Division, ‡Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology , Uppal Road, Tarnaka, Hyderabad, 500 007, India.
authors: Bhimapaka China
authors: BC
authors: Raju
authors: Kasagani Veera
authors: KV
authors: Prasad
authors: Gannerla
authors: G
authors: Saidachary
authors: Balasubramanian
authors: B
authors: Sridhar
mesh_terms: D000627:Aminophenols / Q000737:chemistry; D001584:Benzoxepins / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D003500:Cyclization; D003959:Diamines / Q000737:chemistry; D004980:Ethane / Q000031:analogs & derivatives / Q000737:chemistry; D005029:Ethylenediamines / Q000737:chemistry; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry; D015394:Molecular Structure; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry; D010619:Phenazines / Q000138:chemical synthesis* / Q000737:chemistry; D011810:Quinoxalines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000627:Aminophenols; D001584:Benzoxepins; D002264:Carboxylic Acids; D003959:Diamines; D005029:Ethylenediamines; D006576:Heterocyclic Compounds, 4 or More Rings; D008698:Mesylates; D010078:Oxazines; D010619:Phenazines; D011810:Quinoxalines; C027667:2-aminophenol; C445789:Bi(OTf)3; C031234:ethylenediamine; C039203:phenoxazine; D004980:Ethane