Copper-Catalyzed 8‑Aminoquinoline-Directed Oxidative C–H/N–H Coupling for N‑Arylation of Sulfoximines

Copper-Catalyzed 8‑Aminoquinoline-Directed Oxidative C–H/N–H Coupling for N‑Arylation of Sulfoximines

A copper-catalyzed cross-dehydrogenative C–H/N–H coupling has been devised to access a series of N-arylated sulfoximines in high yield from 8-aminoquinoline-derived benzamides and sulfoximines. The reaction is scalable, and mechanistic studies favor the involvement of an organometallic pathway, wher...

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Veröffentlicht in:Organic letters 2020-04, Vol.22 (7), p.2606-2610
Hauptverfasser: Grandhi, Gowri Sankar, Dana, Suman, Mandal, Anup, Baidya, Mahiuddin
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container_end_page 2610
container_issue 7
container_start_page 2606
container_title Organic letters
container_volume 22
creator Grandhi, Gowri Sankar
Dana, Suman
Mandal, Anup
Baidya, Mahiuddin
description A copper-catalyzed cross-dehydrogenative C–H/N–H coupling has been devised to access a series of N-arylated sulfoximines in high yield from 8-aminoquinoline-derived benzamides and sulfoximines. The reaction is scalable, and mechanistic studies favor the involvement of an organometallic pathway, where C–H bond cleavage is presumed to be the kinetically relevant step. The utility of sulfoximine-coupled benzamides was displayed through the nickel-catalyzed acceptorless dehydrogenative olefination of benzyl alcohols.
doi_str_mv 10.1021/acs.orglett.0c00545
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title Copper-Catalyzed 8‑Aminoquinoline-Directed Oxidative C–H/N–H Coupling for N‑Arylation of Sulfoximines
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