title: Synthesis of 1-amino-2-aroyl/acetylnaphthalenes through a base mediated one pot inter and intramolecular C-C bond formation strategy.
abstract: A new precursor 2-(1-cyano-2,2-bis(methylthio)vinyl)benzonitrile has been synthesized by the reaction of 2-cyanomethylbenzonitrile, carbon disulfide and methyl iodide under basic conditions. The reaction of 2-(1-cyano-2,2-bis(methylthio)vinyl)benzonitrile with various functionalized aryl/heteroaryl methyl ketones or acetone under basic conditions afforded 4-amino-3-aroyl/heteroaroyl/acetyl-2-methylsulfanylnaphthalene-1-carbonitriles in good yields through a (5C + 1C) annulation strategy; this involves sequential intermolecular, followed by intramolecular, C-C bond formation reactions. The structure of the product was confirmed by single crystal X-ray crystallography.
authors.affiliation: Department of Chemistry, University of Delhi, North campus, Delhi, 110007, India. ramendrapratap@gail.com.
authors.forename: Surjeet
authors.initials: S
authors.lastname: Singh
authors.forename: Pratik
authors.initials: P
authors.lastname: Yadav
authors.forename: Satya Narayan
authors.initials: SN
authors.lastname: Sahu
authors.forename: Ismail
authors.initials: I
authors.lastname: Althagafi
authors.forename: Abhinav
authors.initials: A
authors.lastname: Kumar
authors.forename: Brijesh
authors.initials: B
authors.lastname: Kumar
authors.forename: Vishnu Ji
authors.initials: VJ
authors.lastname: Ram
authors.forename: Ramendra
authors.initials: R
authors.lastname: Pratap
mesh_terms: D002625:Chemistry, Organic / Q000379:methods*; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D009281:Naphthalenes; D009570:Nitriles; C014356:benzonitrile; C521160:1-acetonaphthone