文献1(一般对甲苯磺酸促进苯酚及其类似物的一溴化和一氯化反应).pdfVIP

Tetrahedron 66 (2010) 6928e6935 Contents lists available at ScienceDirect Tetrahedron journal homepage: www.else /locate/tet Facile p-toluenesulfonic acid-promoted para-selective monobromination and chlorination of phenol and analogues Pakorn Bovonsombat *, Rameez Ali, Chiraphorn Khan, Juthamard Leykajarakul, Kawin Pla-on, Suraj Aphimanchindakul, Natchapon Pungcharoenpong, Nisit Timsuea, Anchalee Arunrat, Napat Punpongjareorn Mahidol University International College, Mahidol University, Salaya campus, Nakorn Pathom 73170, Thailand a r t i c l e i n f o a b s t r a c t Article history: para-Regioselective bromination of phenol and analogues, promoted by p-toluenesulfonic acid, is ach- Received 31 March 2010 ieved in high to excellent yields at room temperature with N-bromosuccinimide. Chlorination with Received in revised form 26 May 2010 N-chlorosuccinimide and catalysed by p-toluenesulfonic acid also gives para-chlorinated phenol ana- Accepted 14 June 2010 logues in good yields at room temperature. Available online 18 June 2010 2010 Elsevier Ltd. All rights reserved. 1. Introduction These methods, however, employ either expensive catalysts, or not-readily available brominating agents, or corrosive substances, Bromophenols serve as an imp