Boryl Radicals-Triggered Selective C–H Functionalization for the Synthesis of Diverse Phenanthridine Derivatives

A boryl radical-triggered C–H functionalization of aliphatic ethers/amines or DMF with isocyanides is developed to deliver diverse phenanthridine derivatives in good to excellent yields. The substrate scope is broad, and a wide range of functional groups are tolerated under the standard conditions....

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Veröffentlicht in:Organic letters 2018-04, Vol.20 (8), p.2351-2355
Hauptverfasser: Guo, Ao, Han, Jia-Bin, Tang, Xiang-Ying
Format: Artikel
Sprache:eng
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Zusammenfassung:A boryl radical-triggered C–H functionalization of aliphatic ethers/amines or DMF with isocyanides is developed to deliver diverse phenanthridine derivatives in good to excellent yields. The substrate scope is broad, and a wide range of functional groups are tolerated under the standard conditions. The rapid removal of HBPin species by 4-cyanopyridine 1-oxide provides the driving force for this reaction. This new method should make boryl radicals widely applicable in organic synthesis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b00642