P-Directed Borylation of Phenols

C Cazorla, TS De Vries, E Vedejs

Index: Cazorla, Clement; De Vries, Timothy S.; Vedejs, Edwin Organic Letters, 2013 , vol. 15, # 5 p. 984 - 987

Full Text: HTML

Citation Number: 9

Abstract

Internal borylation occurs upon activation of aryl di-isopropylphosphinite boranes with HNTf2 to give heterocyclic intermediates that can be reductively quenched to afford 6 or treated with KHF2 to give the phenolic potassium aryl trifluoroborate salts 10. The latter salts are useful for Pd-catalyzed coupling with aryl iodides under Molander conditions, provided that precautions are taken to remove the KNTf2 byproduct from the preceding KHF2 step.