- Selective and efficient generation of ortho-brominated para-substituted phenols in ACS-grade methanol
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The mono ortho-bromination of phenolic building blocks by NBS has been achieved in short reaction times (15-20 min) using ACS-grade methanol as a solvent. The reactions can be conducted on phenol, naphthol and biphenol substrates, giving yields of >86% on gram scale. Excellent selectivity for the desired mono ortho-brominated products is achieved in the presence of 10 mol % para-TsOH, and the reaction is shown to be tolerant of a range of substituents, including CH3/ F,and NHBoc.
- Georgiev, David,Saes, Bartholomews W.H.,Johnston, Heather J.,Boys, Sarah K.,Healy, Alan,Hulme, Alison N.
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