Catalyst-Switchable Regiocontrol in the Direct Arylation of Remote C—H Groups in Pyrazolo[1,5-a]pyrimidines

Robin B Bedford, Steven J Durrant, Michelle Montgomery

Research output: Contribution to journalArticle (Academic Journal)peer-review

41 Citations (Scopus)
321 Downloads (Pure)

Abstract

The regiodivergent palladium-catalyzed CH arylation of pyrazolo[1,5-a]pyrimidine has been achieved, wherein the switch in regioselectivity between positions C3 and C7 is under complete catalyst control. A phosphine-containing palladium catalyst promotes the direct arylation at the most acidic position (C7), whereas a phosphine-free catalyst targets the most electron-rich position (C3).
Original languageEnglish
Pages (from-to)8787-8790
Number of pages4
JournalAngewandte Chemie - International Edition
Volume54
Issue number30
Early online date10 Jun 2015
DOIs
Publication statusPublished - 20 Jul 2015

Structured keywords

  • BCS and TECS CDTs

Keywords

  • arylation
  • C—H activation
  • palladium
  • regiocontrol

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