Regioselective direct c-3 arylation of imidazo[1,2- a ]pyridines with aryl tosylates and mesylates promoted by palladium-phosphine complexes

Pui Ying Choy, Kwan Chak Luk, Yinuo Wu, Chau Ming So, Lai Lai Wang, Fuk Yee Kwong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

61 Citations (Scopus)

Abstract

Direct C-3 arylation of imidazo[1,2-a]pyridines with aryl tosylates and mesylates has been accomplished by employing palladium(II) acetate associated with SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) or L1 (2-(2-(diisopropylphosphino)phenyl)-1-methyl-1H-indole). This catalyst system can be applied to a wide range of aryl sulfonates and shows excellent C-3 regioselectivity of imidazo[1,2-a]pyridine. These results represent the first examples of using tosylate- and mesylate-functionalized arenes as the electrophile partners for this regioselective direct arylation.
Original languageEnglish
Pages (from-to)1457-1463
Number of pages7
JournalJournal of Organic Chemistry
Volume80
Issue number3
DOIs
Publication statusPublished - 6 Feb 2015

ASJC Scopus subject areas

  • Organic Chemistry

Cite this