Synthesis 1990; 1990(7): 612-614
DOI: 10.1055/s-1990-26958
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

New and Efficient Conversion of Benzoic Acids into Salicylic Acids via Copper Mediated Hydroxylation Process

Olivia Reinaud* , Patrice Capdevielle, Michel Maumy
  • *Laboratoire de Recherches Organiques de l'ESPCI, associé au CNRS, 10 rue Vauquelin, F-75231 Paris Cedex 05, France
Further Information

Publication History

Publication Date:
17 September 2002 (online)

N-benzoyl-2-methylalanines 3, obtained through condensation of aroyl chlorides 1 with sodium 2-methylalaninate are ortho-hydroxylated by the new Cu(0)/O2/trimethylamine N-oxide system. Acid hydrolysis of the so-obtained salicylamides 4 provides salicylic acids 5 in excellent yield. When the substrate contains three electron-releasing groups the yields are moderate.