Metal-free tandem carbene N-H insertions and C-C bond cleavages

Pu Chen, Jiang Nan, Yan Hu, Yifan Kang, Bo Wang, Yangmin Ma, Michal Szostak

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

A metal-free C-H [5 + 1] annulation reaction of 2-arylanilines with diazo compounds has been achieved, giving rise to two types of prevalent phenanthridines via highly selective C-C cleavage. Compared to the simple N-H insertion manipulation of diazo, this method elegantly accomplishes a tandem N-H insertion/SEAr/C-C cleavage/aromatization reaction, and the synthetic utility of this new transformation is exemplified by the succinct syntheses of trisphaeridine and bicolorine alkaloids. This journal is

Original languageEnglish (US)
Pages (from-to)803-811
Number of pages9
JournalChemical Science
Volume12
Issue number2
DOIs
StatePublished - Jan 14 2021

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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