Abstract
The reactions of heteroaryl sulfoxides with heteroaryllithiums gave various biheteroaryls and diheteroaryl sulfoxides as ligand coupling and ligand exchange products through sulfurane intermediates. Especially, the reaction of di-2-furyl sulfoxide with 2-pyridyllithium proceeded first by a ligand exchange reaction to form 2-furyllithium and 2-furyl 2-pyridyl sulfoxide, which then underwent ligand coupling with 2-pyridyllithium to afford 2,2′-bipyridyl. Furthermore, it was found that the occurrence of the ligand coupling reaction depends on the stereoisomerism of the sulfurane intermediate formed. © 1996 John Wiley & Sons, Inc.
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