title: Synthesis of benzofuranyl and indolyl methyl azides by tandem silver-catalyzed cyclization and azidation.
abstract: Ag(i)-catalyzed synthesis of 2-azidomethyl benzofurans/indoles from linear and readily available hydroxyl/amino-phenyl propargyl alcohols is described via a highly regioselective C-O and C-N bond formation. Control experiments reveal that the reaction involves the sequential Ag(i)-catalyzed 5-exo-dig cyclization and a catalyst free γ-allylic azidation. The synthetic utility of this method has been demonstrated by using the azidomethyl unit of the above synthesized heterocycles as the base for a variety of other functionalizations, such as triazole-, tetrazole-, amide-, amine-, and pyrido-derivatives.
authors.affiliation: Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, Lucknow 226031, India. msreddy@cdri.res.in and Academy of Scientific and Innovative Research, New Delhi 110001, India.
authors.forename: Gadi
authors.initials: G
authors.lastname: Ranjith Kumar
authors.affiliation: Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, Lucknow 226031, India. msreddy@cdri.res.in.
authors.forename: Yalla
authors.initials: Y
authors.lastname: Kiran Kumar
authors.affiliation: Molecular & Structural Biology Division, CSIR-CDRI, Lucknow 226031, India.
authors.forename: Ruchir
authors.initials: R
authors.lastname: Kant
authors.affiliation: Medicinal & Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram Extension, Sitapur Road, Lucknow 226031, India. msreddy@cdri.res.in and Academy of Scientific and Innovative Research, New Delhi 110001, India.
authors.forename: Maddi
authors.initials: M
authors.lastname: Sridhar Reddy