Photoredox-Mediated Minisci-type Alkylation of N-Heteroarenes with Alkanes with High Methylene Selectivity

Guo Xing Li, Xiafei Hu, Gang He, Gong Chen

Research output: Contribution to journalArticlepeer-review

90 Scopus citations

Abstract

We report a highly efficient and chemoselective Minisci-type alkylation reaction of N-heteroarenes with alkanes under the reagent control of a hypervalent iodine oxidant PFBI-OH. In addition to the high reactivity, PFBI-OH demonstrated a high steric sensitivity for H abstraction of alkanes. This reaction is selective for more sterically accessible secondary C-H bonds over weaker tertiary C-H bonds. High selectivity toward penultimate methylene groups was observed for a wide range of acyclic alkanes.

Original languageEnglish (US)
Pages (from-to)11847-11853
Number of pages7
JournalACS Catalysis
Volume8
Issue number12
DOIs
StatePublished - Dec 7 2018

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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