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Regioselective Bromination of Organic Substrates by Tetrabutylammonium Bromide Promoted by V2O5-H2O2:  An Environmentally Favorable Synthetic Protocol

Upasana Bora, Gopal Bose, Mihir K. Chaudhuri, Siddhartha S. Dhar, Rangam Gopinath, Abu T. Khan and Bhisma K. Patel

*Department of Chemistry, Indian Institute of Technology, Guwahati-781 001, India, Email: pateliitg.ernet.in

U. Bora, G. Bose, M. K. Chaudhuri, S. S. Dhar, R. Gopinath, A. T. Khan, B. K. Patel, Org. Lett., 2000, 2, 247-249.

DOI: 10.1021/ol9902935 (free Supporting Information)


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Abstract

Vanadium pentoxide very effectively promotes the bromination of organic substrates, including selective bromination of some aromatics, by tetrabutylammonium bromide in the presence of hydrogen peroxide. The reaction offers mild conditions, high selectivity, yield, and reaction rate, and redundancy of bromine and hydrobromic acid.

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Key Words

Bromoarenes, Hydrogen Peroxide, Vanadium Pentoxide


ID: J54-Y2000