Efficient Syntheses of Diverse N-Heterocycles: The Molybdenum(VI)-Catalyzed Reductive Cyclization of Nitroarenes using Pinacol as a Deoxygenating Agent
Raghuram Gujjarappa,
Nagaraju Vodnala,
Arup K. Kabi,
Dhananjaya Kaldhi,
Mohan Kumar,
Uwe Beifuss,
Chandi C. Malakar
Affiliations
Raghuram Gujjarappa
Department of Chemistry, National Institute of Technology Manipur
Nagaraju Vodnala
Department of Chemistry, National Institute of Technology Manipur
Arup K. Kabi
Department of Chemistry, National Institute of Technology Manipur
Dhananjaya Kaldhi
Department of Chemistry, National Institute of Technology Manipur
Mohan Kumar
Department of Chemistry, National Institute of Technology Manipur
Uwe Beifuss
Institut für Chemie, Universität Hohenheim
Chandi C. Malakar
Department of Chemistry, National Institute of Technology Manipur
Abstract Molybdenum(VI)-catalyzed domino reductive cyclization of nitroarenes has been devised for the syntheses of 1,4-benzoxazines and 1,4-benzothiazines in the presence of pinacol as deoxygenating agent. The scope of the described method was further extended to the syntheses of the rarely explored scaffolds, 1-hydroxyphenazines and quinoxalines. The present method avoids the use of hazardous deoxygenating agents and operates under solvent-free conditions.