Rare-Earth-Catalyzed Transsulfinamidation of Sulfinamides with Amines

A rare-earth-catalyzed transsulfinamidation of primary sulfinamides with alkyl, aryl, and heterocyclic amines for the synthesis of diverse secondary and tertiary sulfinamides has been realized. Unlike transition metal-catalyzed cross-coupling approaches restricted to non-commercially available disub...

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Veröffentlicht in:Organic letters 2021-05, Vol.23 (9), p.3718-3723
Hauptverfasser: Wen, Daheng, Zheng, Qingshu, Wang, Chaoyu, Tu, Tao
Format: Artikel
Sprache:eng
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Zusammenfassung:A rare-earth-catalyzed transsulfinamidation of primary sulfinamides with alkyl, aryl, and heterocyclic amines for the synthesis of diverse secondary and tertiary sulfinamides has been realized. Unlike transition metal-catalyzed cross-coupling approaches restricted to non-commercially available disubstituted O-benzoyl hydroxylamines, this newly developed protocol is suitable for diverse readily available primary and secondary amines without any modifications. Excellent catalytic activity and selectivity are achieved with Eu­(OTf)3 under mild reaction conditions, which extends the applicability of rare-earth catalysis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c01106