Organic letters

Generation of arynes via ate complexes of arylboronic esters with an ortho-leaving group

Y Sumida, T Kato, T Hosoya

文献索引：Sumida, Yuto; Kato, Tomoe; Hosoya, Takamitsu Organic Letters, 2013 , vol. 15, # 11 p. 2806 - 2809

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被引用次数: 31

摘要

An efficient method of generating aryne has been achieved by treating ortho-( trifluoromethanesulfonyloxy) arylboronic acid pinacol ester with tert-or sec-butyllithium. Monitoring the reaction by 11B NMR has indicated that a boron-ate complex formed in situ is the eventual precursor that converts into aryne near room temperature. The prior formation of the ate complex at a low temperature has enabled us to use various arynophiles, ...