title: Microwave assisted synthesis of phenanthridinones and dihydrophenanthridines by vasicine/KOtBu promoted intramolecular C-H arylation.
abstract: A simple, efficient, rapid and transition metal-free methodology has been developed by utilizing vasicine (a natural product), as a catalyst for the synthesis of phenanthridinones and dihydrophenanthridines. The reaction proceeds through intramolecular C-H arylation with aryl halides in the presence of KOtBu as a base under microwave irradiation in sulfolane as a solvent. The reaction proceeds well with various aryl iodides, bromides and more remarkably with less reactive aryl chlorides for 15 minutes, providing the corresponding products in 45-90% yields.
authors.affiliation: Department of Natural Product Chemistry and Process Development, CSIR-Institute of Himalayan Bioresource Technology, Palampur, Himachal Pradesh 176 061, India. upendra@ihbt.res.in upendraihbt@gmail.com bikramsingh@ihbt.res.in.
authors.forename: Sushila
authors.initials: S
authors.lastname: Sharma
authors.forename: Manoranjan
authors.initials: M
authors.lastname: Kumar
authors.forename: Shruti
authors.initials: S
authors.lastname: Sharma
authors.forename: Onkar S
authors.initials: OS
authors.lastname: Nayal
authors.forename: Neeraj
authors.initials: N
authors.lastname: Kumar
authors.forename: Bikram
authors.initials: B
authors.lastname: Singh
authors.forename: Upendra
authors.initials: U
authors.lastname: Sharma
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D000440:Butanols / Q000737:chemistry*; D008872:Microwaves; D015394:Molecular Structure; D010616:Phenanthrenes / Q000138:chemical synthesis* / Q000737:chemistry; D010617:Phenanthridines / Q000138:chemical synthesis* / Q000737:chemistry; D011799:Quinazolines / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000440:Butanols; D010616:Phenanthrenes; D010617:Phenanthridines; D011799:Quinazolines; C019592:vasicine; C077664:tert-butoxide, potassium; C040601:phenanthridone