Pd(NHC)PEPPSI-diazonium salts: an efficient blend for the decarboxylative Sonogashira cross coupling reactionElectronic supplementary information (ESI) available. See DOI: 10.1039/c7nj00877e

An efficient N-heterocyclic carbene based Pd complex is described for the de-carboxylative Sonogashira coupling reaction with diazonium salts under ligand and co-catalyst free conditions. Pd(NHC)PEPPSI not only offers an air and moisture stable pre-catalyst but also efficiently catalyzes the reactio...

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Hauptverfasser: Bhojane, Jeevan Manohar, Jadhav, Vilas Gangadhar, Nagarkar, Jayashree Milind
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient N-heterocyclic carbene based Pd complex is described for the de-carboxylative Sonogashira coupling reaction with diazonium salts under ligand and co-catalyst free conditions. Pd(NHC)PEPPSI not only offers an air and moisture stable pre-catalyst but also efficiently catalyzes the reaction with lower loading. Various aryl and hetero aryl diazonium salts undergo an sp-sp 2 cross coupling reaction with alkynyl acid to give good to excellent yields of substituted acetylene derivatives. The diazonium salts serve as efficient, easily available, and inexpensive aryl surrogates over conventional aryl halides, triflates, oxalate, and sulphamate. Pd(NHC) complexes catalyzed the synthesis of symmetrical and unsymmetrical internal alkynes with a broad spectrum of substrates that includes aromatic and heteroaromatic diazonium salts.
ISSN:1144-0546
1369-9261
DOI:10.1039/c7nj00877e