Synthesis 2004(10): 1713-1718  
DOI: 10.1055/s-2004-815992
PSP
© 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: [email protected];
Further Information

Publication History

Received 12 January 2004
Publication Date:
25 February 2004 (online)

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.

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Commercially available compound.