Revisiting the Hirao cross-coupling: improved synthesis of aryl and heteroaryl phosphonates |
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Authors: | Yamina Belabassi |
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Institution: | Department of Chemistry, Box 298860, Texas Christian University, Fort Worth, TX 76129, USA |
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Abstract: | The palladium-catalyzed cross-coupling of dialkylphosphite with aromatic electrophiles (Hirao coupling) was re-investigated. Some limitations in terms of palladium loadings and substrate reactivity are alleviated with the use of Pd(OAc)2 complexed to 1,1′-bis(diphenylphosphino)ferrocene (dppf) as a ligand. Various aryl and heteroaryl halides are employed to deliver both known and novel substituted phosphonates. The first examples of aryl chloride couplings are also reported. |
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Keywords: | Cross-coupling Phosphorus Palladium Heterocycles Aryl halides |
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