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Microwave mediated reduction of heterocycle and fluorine containing nitroaromatics with Mo(CO)6 and DBU
Authors:John Spencer   Rajendra P. Rathnam   Hiren Patel  Nazira Anjum
Affiliation:aSchool of Science, University of Greenwich at Medway, Central Avenue, Chatham, Kent ME4 4TB, UK
Abstract:Heterocycle containing nitroaromatics were reduced by Mo(CO)6 and DBU in EtOH under microwave irradiation within 15 min. Under the same conditions, 4-fluoronitrobenzene was reduced to 4-fluoroaniline, whereas 2-chloro-1-fluoro-4-nitrobenzene afforded a mixture of 3-chloro-4-fluoroaniline and 3-chloro-4-ethoxyaniline. The extent of the competing SNAr/reduction process could be influenced by the nature of the solvent, with t-BuOH the inert solvent of choice. The latter was used as solvent for SNAr/reductions of 2-chloro-1-fluoro-4-nitrobenzene with S-nucleophiles to yield 3-chloro-4-mercaptoanilines.
Keywords:Amines   Reduction   Molybdenum   Microwave   Nitroaromatics
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