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烷氧基锍离子介导的氧化羟化。

Oxidative hydroxylation mediated by alkoxysulfonium ions.

机构信息

Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto 615-8510, Japan.

出版信息

Org Lett. 2012 Feb 3;14(3):938-41. doi: 10.1021/ol203467v. Epub 2012 Jan 24.

DOI:10.1021/ol203467v
PMID:22273445
Abstract

Oxidative hydroxylation of toluene derivatives via alkoxysulfonium ion intermediates was achieved by integration of anodic oxidation and hydrolysis to give benzyl alcohols which are also susceptible to oxidation. Alkenes were also oxidized to give 1,2-diols without overoxidation. The integration of electrochemical oxidative cyclization and hydrolysis was achieved using alkenes bearing a nitrogen atom in an appropriate position to give cyclic β-amino-substituted alcohols.

摘要

通过阳极氧化和水解的集成,实现了通过烷氧基𬭩离子中间体对甲苯衍生物的氧化羟化,得到苄醇,其也易被氧化。烯烃也被氧化为 1,2-二醇而不会过度氧化。通过在适当位置带有氮原子的烯烃的电化学氧化环化和水解的集成,得到了环状β-氨基取代的醇。

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