Palladium-Catalyzed Divergent Regioselective Homocoupling and Hydroxylation of 3-Arylbenzo[d]isoxazoles

Ying Guo, Kun Kun Yu, Li Hao Xing, Hong Wei Liu, Wei Wang, Ya Fei Ji

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

Palladium-catalyzed oxidative homocoupling and hydroxylation of 3-arylbenzo[d]isoxazoles have been developed via direct C(sp2)−H bond activation using benzoisoxazoles as a new directing group. The protocols offer a divergent approach to functionalized, synthetically useful benzoisoxazoles in good yields. Critically, 1-iodo-4-methoxybenzene functions as an oxidant to mediate the dehydrogenative homocoupling and minimize the cross-coupling. A dual-core dimeric palladacycle intermediate is confirmed by X-ray crystallography, and serves as an active catalytic species in the catalytic cycles. (Figure presented.).

Original languageEnglish (US)
Pages (from-to)410-418
Number of pages9
JournalAdvanced Synthesis and Catalysis
Volume359
Issue number3
DOIs
StatePublished - Feb 2 2017
Externally publishedYes

Keywords

  • C−H bond activation
  • benzoisoxazoles
  • divergent synthesis
  • homocoupling
  • hydroxylation

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Palladium-Catalyzed Divergent Regioselective Homocoupling and Hydroxylation of 3-Arylbenzo[d]isoxazoles'. Together they form a unique fingerprint.

Cite this