Rapid synthesis of 3,3′ bis-arylated BINOL derivatives using a C-H borylation in situ suzuki-miyaura coupling sequence

Ijaz Ahmed, Daniel A. Clark

Research output: Contribution to journalArticle

15 Scopus citations

Abstract

The increased interest in BINOL derived catalysts for asymmetric transformations has encouraged us to disclose a rapid and scalable method of preparing 3,3′ bis-arylated BINOL derivatives 1 using a one-pot CH borylation/Suzuki-Miyaura coupling sequence. The use of an aldehyde additive was found to be crucial to the success of this in situ tandem approach. This method was applied to the preparation of 10 BINOL derivatives, each completed within 24 h. Notably, this approach requires only a single purification step.

Original languageEnglish (US)
Pages (from-to)4332-4335
Number of pages4
JournalOrganic Letters
Volume16
Issue number16
DOIs
StatePublished - Aug 15 2014

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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