title: CuCN-mediated cascade cyclization of 4-(2-bromophenyl)-2-butenoates: a high-yield synthesis of substituted naphthalene amino esters.
abstract: A new method of CuCN-mediated one-pot cyclization of 4-(2-bromophenyl)-2-butenoates leading to efficient synthesis of substituted naphthalene amino esters including phenanthrene aromatic structural units is described. Deuterium labeling studies establish that this one-pot cascade cyclization proceeds through isomerization of olefin, intramolecular C-C bond cyclization, and aromatization as the key intermediates, all occurring in a single step.
authors.affiliation: Chemical Engineering and Process Development Division, National Chemical Laboratory, Pashan Road, Pune 411 008, India.
authors.forename: R Santhosh
authors.initials: RS
authors.lastname: Reddy
authors.forename: Pragati K
authors.initials: PK
authors.lastname: Prasad
authors.forename: Brij Bhushan
authors.initials: BB
authors.lastname: Ahuja
authors.forename: Arumugam
authors.initials: A
authors.lastname: Sudalai
mesh_terms: D003300:Copper / Q000737:chemistry*; D003486:Cyanides / Q000737:chemistry*; D003500:Cyclization; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D010654:Phenylbutyrates / Q000737:chemistry*
chemical_list: D003486:Cyanides; D004952:Esters; D009281:Naphthalenes; D010654:Phenylbutyrates; C031721:naphthalene; D003300:Copper; C057807:copper(II) cyanide