Download PDF
Synthesis 1987; 1987(1): 53-55
DOI: 10.1055/s-1987-27841
communication
© 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.

Catalytic Transfer Hydrogenolysis of N-Benzyl Protecting Groups

B. M. Adger* , C. O'Farrell, N. J. Lewis, M. B. Mitchell
  • *Synthetic Organic Chemistry Department, Smith Kline and French Research Limited, Old Powder Mills, Leigh, Nr. Tonbridge, Kent TN11 9AN, England
Further Information

Publication History

Publication Date:
20 August 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The catalytic transfer hydrogenolysis of a number of N-benzyl compounds has been examined. Of the three hydrogen donors studied, ammonium formate and hydrazine hydrate were more effective than sodium hypophosphite. In general, debenzylation of secondary and tertiary benzylamines could be readily accomplished by refluxing the substrate with an excess of the hydrogen donor in alcoholic solvents for a few hours using catalytic amounts of 10% palladium on carbon. The two N-benzyl heteroaromatic amines studies were stable to the above conditions.