Synlett 2005(9): 1389-1392  
DOI: 10.1055/s-2005-868504
LETTER
© Georg Thieme Verlag Stuttgart · New York

Deoxygenation of N-Oxides with Triphenylphosphine, Catalyzed by ­Dichlorodioxomolybdenum(VI)

Roberto Sanz*, Jaime Escribano, Yolanda Fernández, Rafael Aguado, María R. Pedrosa, Francisco J. Arnáiz*
Departamento de Química, Universidad de Burgos, 09001-Burgos, Spain
Fax: +34(947)258831; e-Mail: rsd@ubu.es; e-Mail: farnaiz@ubu.es;
Further Information

Publication History

Received 27 January 2005
Publication Date:
29 April 2005 (online)

Abstract

Chemoselective deoxygenation of N-oxides was carried out under mild conditions with common phosphines in the presence of dichlorodioxomolybdenum(VI).

11

PPh3 only deoxygenates pyridine N-oxides at temperatures over 250 °C. [2b]

18

We have found that in general alkylamines react with dioxomolybdenum chlorides leading to decomposition products some of them have been characterized as alkylammonium polymolybdates: Arnáiz, F. J.; Pedrosa, M. R.; Aguado, R. unpublished results.

19

The complete reduction of 5 required about 15 h.