title: N-Chlorosuccinimide-Mediated Oxidative Chlorination of Thiols to Nα -Protected Amino Alkyl Sulfonyl Azides and Their Utility in the Synthesis of Sulfonyl Triazole Acids
abstract: An efficient oxidative chlorination of thiols to Nα-protected amino alkyl sulfonyl azides is
  delineated. The reaction involves in situ generation of sulfonyl chloride employing Nchlorosuccinimide
  and tetrabutylammonium chloride-water in acetonitrile, followed by the reaction
  with sodium azide. The protocol is simple, straight forward, mild and high yielding. Amino acids
  with simple as well as bifunctional side chains were used to obtain Nα-protected amino alkyl sulfonyl
  azides. Further, sulfonyl azides were utilized to synthesize unnatural amino acids via
  Cu(OAc)2.H2O/2-amino phenol catalyzed Click reaction with propiolic acid.
authors.forename: K M
authors.initials: KM
authors.lastname: Sharnabai
authors.forename: M
authors.initials: M
authors.lastname: Krishnamurthy
authors.forename: N R
authors.initials: NR
authors.lastname: Sagar
authors.forename: L
authors.initials: L
authors.lastname: Santhosh
authors.affiliation: Department of Studies in Chemistry, Central College Campus, Bangalore University, Dr. B. R. Ambedkar Veedhi, Bangalore 560 001, India.
authors.forename: Vommina V
authors.initials: VV
authors.lastname: Sureshbabu
mesh_terms: D000368:Aged; D014408:Biomarkers, Tumor / Q000097:blood*; D001943:Breast Neoplasms / Q000188:drug therapy* / Q000378:metabolism / Q000532:radiotherapy*; D005260:Female; D015972:Gene Expression Regulation, Neoplastic; D006801:Humans; D008875:Middle Aged; D009367:Neoplasm Staging; D011379:Prognosis; D020543:Proteome / Q000187:drug effects / Q000378:metabolism* / Q000528:radiation effects; D040901:Proteomics / Q000379:methods*; D016896:Treatment Outcome
chemical_list: D014408:Biomarkers, Tumor; D020543:Proteome
keywords: Nα-protected thiols; Nα-protected amino alkyl sulfonyl azides; sulfonyl triazole acid; Click reaction.