Publication: Facile p-toluenesulfonic acid-promoted para-selective monobromination and chlorination of phenol and analogues
Issued Date
2010-08-21
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ISSN
00404020
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2-s2.0-77955466444
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Mahidol University
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SCOPUS
Bibliographic Citation
Tetrahedron. Vol.66, No.34 (2010), 6928-6935
Suggested Citation
Pakorn Bovonsombat, Rameez Ali, Chiraphorn Khan, Juthamard Leykajarakul, Kawin Pla-On, Suraj Aphimanchindakul, Natchapon Pungcharoenpong, Nisit Timsuea, Anchalee Arunrat, Napat Punpongjareorn Facile p-toluenesulfonic acid-promoted para-selective monobromination and chlorination of phenol and analogues. Tetrahedron. Vol.66, No.34 (2010), 6928-6935. doi:10.1016/j.tet.2010.06.041 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/28654
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Title
Facile p-toluenesulfonic acid-promoted para-selective monobromination and chlorination of phenol and analogues
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Abstract
para-Regioselective bromination of phenol and analogues, promoted by p-toluenesulfonic acid, is achieved in high to excellent yields at room temperature with N-bromosuccinimide. Chlorination with N-chlorosuccinimide and catalysed by p-toluenesulfonic acid also gives para-chlorinated phenol analogues in good yields at room temperature. para-Bromination of phenol, promoted by p-toluenesulfonic acid, is achieved in excellent yields at room temperature with N-bromosuccinimide. p-Toluenesulfonic acid is also effective as a promoter of para-chlorination with N-chlorosuccinimide. © 2010 Elsevier Ltd. All rights reserved.