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Recyclable palladium-catalyzed Sonogashira–Hagihara coupling of aryl halides using 2-aminophenyl diphenylphosphinite ligand in neat water under copper-free condition

✍ Scribed by Habib Firouzabadi; Nasser Iranpoor; Mohammad Gholinejad

Book ID
103835191
Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
377 KB
Volume
321
Category
Article
ISSN
1381-1169

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✦ Synopsis

An efficient heterogeneous copper-free Sonogashira-Hagihara coupling reaction was performed in the presence of 2-aminophenyl diphenylphosphinite (L) as a ligand, Pd(OAc) 2 and a base in neat water at 25-95 • C. By this protocol, different aryl halides (Cl, Br, I) were reacted with phenylacetylene in good to excellent yields. The catalyst was recycled for the reaction of bromobenzene with phenylacetylene for six runs without appreciable loss of its catalytic activity.

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## Abstract A simple and efficient procedure for the synthesis of 2‐substituted benzo[__b__]furan derivatives has been developed by the reaction of 2‐iodophenols and arylacetylenes in water catalyzed by palladium nanoparticles generated in situ in open air. The reaction does not require any additiv