Allylic and benzylic sp3 C-H oxidation in water.

نویسندگان

  • Wei Jie Ang
  • Yulin Lam
چکیده

A copper-catalyzed method for the oxidation of allylic and benzylic sp(3) C-H by aqueous tert-butyl hydroperoxide (T-Hydro) in water using a recyclable fluorous ligand has been developed. The reaction procedure is tolerant to additional functional groups and the fluorous ligand could be reused with little loss of catalytic activity.

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منابع مشابه

Metal-free direct alkylation of unfunctionalized allylic/benzylic sp3 C–H bonds via photoredox induced radical cation deprotonation† †Electronic supplementary information (ESI) available: Experimental procedures, characterization data and NMR spectra of all new compounds; ORTEP drawing of compound 41 (major diastereomer). CCDC 1506724. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc00953d Click here for additional data file. Click here for additional data file.

Despite notable recent efforts, a catalytic and convenient strategy for the direct alkylation of unactivated allylic or benzylic sp C–H bonds remains a formidable challenge facing the synthesis community. We herein report an unprecedented allylic/benzylic alkylation using only an organo-photoredox catalyst, which enables coupling of a broad scope of alkenes/arenes and electron-deficient alkenes...

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 13 4  شماره 

صفحات  -

تاریخ انتشار 2015