Consecutive O-S/N-S Bond Cleavage in Gold-Catalyzed Rearrangement Reactions of Alkynyl N-Sulfinylimines.
作者信息
Tashiro Hiroki, Terada Masahiro, Nakamura Itaru
机构信息
Department of Chemistry, Graduate School of Science, Tohoku University, 6-3 Aramaki Aza Aoba, Aoba-ku, Sendai, 980-8578, Japan.
Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, 6-3 Aramaki Aza Aoba, Aoba-ku, Sendai, 980-8578, Japan.
出版信息
Angew Chem Int Ed Engl. 2021 May 25;60(22):12248-12252. doi: 10.1002/anie.202100207. Epub 2021 Mar 24.
Gold-catalyzed reactions of alkynyl N-sulfinylimines were used to produce the corresponding 2H-azirines possessing sulfenyl and acyl groups at the 3-position of the azirine ring in good to excellent yields. These reactions involved internal transfer of the sulfinyl oxygen atom to form a thiooxime intermediate tethered to an α-oxo gold carbene moiety. Subsequent insertion of the carbene into the N-S bond resulted in ring construction.
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