title: Multiple Aryne Insertions into Oxindoles: Synthesis of Bioactive 3,3-Diarylated Oxindoles and Dibenzo[b,e]azepin-6-ones.
abstract: An aryne insertion cascade reaction on oxindoles has been observed and constitutes a convenient "one pot" preparation of bioactive di- and triarylated oxindoles in good yields under mild conditions. A temperature controlled "reaction switch" enables ready access to dibenzo[b,e]azepin-6-one derivatives employing the same reaction regime. This tactic has been extended to a short synthesis of potent antiulcer agent darenzepine.
authors.affiliation: Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology , Hyderabad-500 007, India.
authors.forename: Ramesh
authors.initials: R
authors.lastname: Samineni
authors.affiliation: Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology , Hyderabad-500 007, India.
authors.forename: Chandramohan Reddy C
authors.initials: CR
authors.lastname: Bandi
authors.affiliation: Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology , Hyderabad-500 007, India.
authors.forename: Pabbaraja
authors.initials: P
authors.lastname: Srihari
authors.affiliation: School of Chemistry, University of Hyderabad , Hyderabad-500 046, India.
authors.forename: Goverdhan
authors.initials: G
authors.lastname: Mehta
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000897:Anti-Ulcer Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use*; D001381:Azepines / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use*; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000627:therapeutic use*; D015394:Molecular Structure; D000078183:Oxindoles; D014456:Ulcer / Q000188:drug therapy*
chemical_list: D000480:Alkynes; D000897:Anti-Ulcer Agents; D001381:Azepines; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole