title: Transition-metal-free tandem oxidative removal of benzylic methylene group by C-C and C-N bond cleavage followed by intramolecular new aryl C-N bond formation under radical conditions.
abstract: A novel tandem oxidative conversion of 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepines to phenazines has been achieved under transition-metal-free, mild conditions using K2S2O8 or DDQ as the oxidizing agent. The transformation proceeds through oxidative removal of a benzylic methylene group by C-C and C-N bond cleavage followed by a new aryl C-N bond formation under radical conditions.
authors.affiliation: Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research , S. A. S. Nagar, Punjab 160062, India.
authors.forename: Joydev K
authors.initials: JK
authors.lastname: Laha
authors.forename: K S Satyanarayana
authors.initials: KS
authors.lastname: Tummalapalli
authors.forename: Ankur
authors.initials: A
authors.lastname: Gupta
mesh_terms: D002384:Catalysis; D003984:Dibenzazepines / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010619:Phenazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003984:Dibenzazepines; D010619:Phenazines