title: Organocatalytic syntheses of benzoxazoles and benzothiazoles using aryl iodide and oxone via C-H functionalization and C-O/S bond formation.
abstract: An organocatalytic protocol for the syntheses of 2-substituted benzoxazoles and benzothiazoles is described from alkyl-/arylanilides and alkyl-/arylthioanilides using 1-iodo-4-nitrobenzene as catalyst and oxone as an inexpensive and environmentally safe terminal oxidant at room temperature in air via oxidative C-H functionalization and C-O/S bond formation. The procedure is simple and general and provides an effective route for the construction of functionalized 2-alkyl-/arylbenzoxazoles and 2-alkyl-/arylbenzothiazoles with moderate to high yields. The synthetic and mechanistic aspects have been described.
authors: Department of Chemistry, Indian Institute of Technology Guwahati , Guwahati 781039, Assam, India.
authors: Santhosh Kumar
authors: SK
authors: Alla
authors: Pradeep
authors: P
authors: Sadhu
authors: Tharmalingam
authors: T
authors: Punniyamurthy
mesh_terms: D000813:Anilides / Q000737:chemistry*; D052160:Benzothiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D009578:Nitrobenzenes / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D000813:Anilides; D052160:Benzothiazoles; D001583:Benzoxazoles; D007454:Iodides; D009578:Nitrobenzenes