PSP	Synthesis 2004: 1713-1718   DOI: 10.1055/s-2004-815992
© Georg Thieme Verlag Stuttgart · New York
Synthetic Applications of Oxime-Derived Palladacycles as Versatile Catalysts in Cross-Coupling Reactions
Diego A. Alonso, Luis Botella, C. Nájera*, Mª Carmen Pacheco
Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain Fax: +34(965)903549; e-Mail: cnajera@ua.es;
Received 12 January 2004

Abstract

Palladacycles 1 and 2, derived from 4,4′-dichlorobenzophenone and 4-hydroxyacetophenone oximes, respectively, are very efficient and versatile pre-catalysts for a wide range of carbon-carbon bond coupling reactions such as, Mizoroki-Heck, Suzuki-Miyaura, Stille, Ullmann-type, Sonogashira, sila-Sonogashira, Glaser and acylation of alkynes under very low loading conditions in air and either in organic or aqueous solvents, employing reagent-grade chemicals. High yielding, general, and practical procedures for the palladium-catalyzed Mizoroki-Heck, Suzuki-Miyaura, Ullmann-type, Sonogashira and sila-Sonogashira reactions are described.

Key words

cross-coupling - palladacycles - Heck reaction - biaryls - alkynes