Synthesis of 5, 5′-diarylated 2, 2′-bithiophenes via palladium-catalyzed arylation reactions

A Yokooji, T Satoh, M Miura, M Nomura

Index: Yokooji, Aya; Satoh, Tetsuya; Miura, Masahiro; Nomura, Masakatsu Tetrahedron, 2004 , vol. 60, # 32 p. 6757 - 6763

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Citation Number: 81

Abstract

2, 2′-Bithiophene and 3, 3′-dicyano-2, 2′-bithiophenes are diarylated directly with aryl bromides at the 5-and 5′-positions accompanied by C–H bond cleavage in the presence of Pd (OAc) 2 and a bulky phosphine ligand using Cs2CO3 as base. In the reaction using (2, 2′-bithiophen-5-yl) diphenylmethanol as the substrate, monoarylation at the 5-position via C–C bond cleavage occurs selectively to give 5-aryl-2, 2′-bithiophenes and the ...