Regioselective Bromination of Organic Substrates by Tetrabutylammonium Bromide Promoted by V2O5−H2O2: An Environmentally Favorable Synthetic Protocol
- 13 January 2000
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (3) , 247-249
- https://doi.org/10.1021/ol9902935
Abstract
[reaction: see text] 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; mild conditions, high selectivity, yield, and reaction rate, and redundancy of bromine and hydrobromic acid are some of the major advantages of the synthetic protocol.Keywords
This publication has 12 references indexed in Scilit:
- Simple and efficient chlorination and bromination of aromatic compounds with aqueous TBHP (or H2O2) and a hydrohalic acidTetrahedron Letters, 1998
- Environmentally friendly catalysis using supported reagents: the fast and selective bromination of aromatic substrates using supported zinc bromide1Chemical Communications, 1997
- Highly efficient para-selective bromination of simple aromatic substrates by means of bromine and a reusable zeoliteChemical Communications, 1996
- Novel site-specific one-step bromination of substituted benzenesChemical Communications, 1996
- Catalytic halogenation of selected organic compounds mimicking vanadate-dependent marine metalloenzymesJournal of the Chemical Society, Chemical Communications, 1995
- AN ALTERNATIVE SYNTHESIS OF ARYL AND HETEROARYL BROMIDES FROM ACTIVATED ARYL HYDROXY COMPOUNDSOrganic Preparations and Procedures International, 1994
- Marine haloperoxidasesChemical Reviews, 1993
- 1,8-Diazabicyclo[5.4.0]undec-7-ene hydrobromide perbromide: a new mild stable brominating agent for aromatic compoundsThe Journal of Organic Chemistry, 1992
- A functional mimic of vanadium bromoperoxidaseJournal of the American Chemical Society, 1992
- Reactivity of coordinated peroxide at a highly peroxygenated vanadium(V) center in an aqueous mediumInorganic Chemistry, 1989