Tetrahedron p. 747 - 751 (1981)
Update date:2022-08-04
Topics:
Jacquesy, J. C.
Jouannetaud, M. P.
In SbF5-HF, reaction of bromine with 2,6-dimethylphenol gives the meta bromo compound 1b which is further halogenated to 3,4-dibromo-2,6-dimethylphenol 1c.In the same conditions ether 2a yields successively 2b and 2d.Meta bromination of compounds 1a, 2a, 2b implies electrophilic attack on the O-protonated substrate, whereas reaction of the neutral phenol 1b leads to the p-bromoderivative 1c.All products are obtained in excellent yields (>85 percent).
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Doi:10.1016/0040-4039(91)80226-V
(1991)Doi:10.1002/chem.201403248
(2014)Doi:10.1021/jo00337a013
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(1984)Doi:10.1139/V07-153
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(2006)
