Metal-Free Synthesis of 2-Aryl Quinazolines via Tandem C−H/N−H Bond Functionalization

Feixiang Yuan, Shihua Xie, Liang Zhuo, Lei Wang, Hongjun Zhu

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

C−N bond formation is crucial for the preparation of synthetic organic nitrogen-containing heterocyclic compounds. This work provides a facile and highly efficient strategy (ca. ∼92 %) for the synthesis of quinazoline compounds, which involves tandem C−H/N−H bond functionalization using metal-free conditions without the need for an external oxidant. Meanwhile, the reaction system exhibits good functional group tolerance and a wide substrate scope. Furthermore, our corresponding isotope tracking experiments have shown that dimethyl sulfoxide acts as a carbon source. Finally, this work affords a new strategy toward the further design and synthesis of heteroaromatic rings.

Original languageEnglish
Pages (from-to)3707-3711
Number of pages5
JournalChemistrySelect
Volume6
Issue number15
DOIs
StatePublished - 22 Apr 2021

Keywords

  • Heterocycles
  • Isotope tracking
  • Metal-free
  • Synthetic methods
  • Tandem C-H/N-H bond functionalization

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