title: Divergent Reactivity of Amino Acid Alkyl Ester Hydrochlorides with 2-Oxoaldehydes: Role of Selenium Dioxide To Promote Regioselective Synthesis of Imidazoles.
abstract: Novel amino acid substituted imidazoles engendered from amino acid alkyl ester hydrochlorides and 2-oxoaldehydes as a result of selenium dioxide promoted unconventional reaction in a basic environment is presented for the first time. Despite the nature of the 2-oxoaldehydes/amino acids used, the imidazoles generated had a functional core structure, and all of the reactions meticulously retained regioselectivity. The imperative feature of these reactions was the uniqueness of selenium dioxide in fixing two nitrogen atoms from amino acids through an in situ generated ArCOCHN1N2 system.
authors.affiliation: Medicinal Chemistry Division, Indian Institute of Integrative Medicine (IIIM) , Jammu 180001, India.|Academy of Scientific and Innovative Research (AcSIR-IIIM) , Jammu 180001, India.
authors.forename: Anil K
authors.initials: AK
authors.lastname: Padala
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University , Madurai 625 021, India.
authors.forename: Raju Ranjith
authors.initials: RR
authors.lastname: Kumar
authors.affiliation: Department of Physics, University College of Engineering Nagercoil, Anna University of Technology Tirunelveli , Nagercoil 629 004, India.
authors.forename: S
authors.initials: S
authors.lastname: Athimoolam
authors.affiliation: Medicinal Chemistry Division, Indian Institute of Integrative Medicine (IIIM) , Jammu 180001, India.|Academy of Scientific and Innovative Research (AcSIR-IIIM) , Jammu 180001, India.
authors.forename: Qazi Naveed
authors.initials: QN
authors.lastname: Ahmed
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D064588:Selenium Oxides / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D000596:Amino Acids; D007093:Imidazoles; D064588:Selenium Oxides