Palladium-Catalyzed N-Arylation of Sulfoximines with Aryl Sulfonates

Qingjing Yang, Pui Ying Choy, Qingyang Zhao, Man Pan Leung, Hoi Shan Chan, Chau Ming So, Wing Tak Wong, Fuk Yee Kwong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

34 Citations (Scopus)

Abstract

Palladium-catalyzed C-N bond coupling reaction between NH-sulfoximines and aryl halides (e.g., -Br, -I, and -Cl and pseudohalides -OTf and -ONf) was successfully achieved. Nevertheless, aryl tosylates/mesylates left much to be achieved. In this report, a general N-arylation of sulfoximines with aryl sulfonates is described. Using Pd(OAc) 2 /MeO-CM-phos complex, the N-aryl sulfoximine products can be obtained in good-to-excellent yields (up to 99%) with good common functional group compatibility. In addition to arene moieties, alkenyl tosylates are shown to be successful coupling partners.

Original languageEnglish
Pages (from-to)11369-11376
Number of pages8
JournalJournal of Organic Chemistry
Volume83
Issue number18
DOIs
Publication statusPublished - 21 Sept 2018

ASJC Scopus subject areas

  • Organic Chemistry

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