Palladium-catalyzed arylation of β-methylene C(sp3)-H bonds at room temperature: Desymmetrization of simple cycloalkyl carboxylic acids

W. A. Nack, B. Wang, X. Wu, R. Jiao, G. He, G. Chen

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

A new protocol for Pd-catalyzed β methylene C-H arylation of N-quinolyl cycloalkylcarboxamides with aryl iodides at room temperature is reported. The β methylene C-H bonds of symmetrical cycloalkylcarboxamides of varied ring size can be arylated in moderate to good yields and monoselectivity with excellent diastereoselectivity. This mono-selective β methylene C-H arylation reaction enabled the rapid synthesis of complex carbocycle products from easily accessible symmetrical cycloalkyl carboxylic acids via sequential C-H functionalization.

Original languageEnglish (US)
Pages (from-to)561-564
Number of pages4
JournalOrganic Chemistry Frontiers
Volume3
Issue number5
DOIs
StatePublished - May 2016

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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