Synlett 2022; 33(02): 177-181
DOI: 10.1055/a-1691-0449
letter

s-Tetrazine: Robust and Green Photoorganocatalyst for Aerobic Oxidation of N,N-Disubstituted Hydroxylamines to Nitrones

Jiyuan Lyu
,
Tuan Le
,
Aurélie Claraz
,
Clémence Allain
,
Pierre Audebert
,
T.L. thanks the Université Paris-Saclay for the doctoral fellowships. JL thanks China Scholarship Council for the doctoral fellowship. P.A. thanks the Institut Universitaire de France for personal and financial support.


Abstract

Efficient photocatalytic aerobic oxidative dehydrogenation reactions of N,N-disubstituted hydroxylamines to nitrones were developed with an in situ generated photocatalyst based on commercially available 3,6-dichlorotetrazine. This process affords a wide range of nitrones in high yields under mild conditions. In addition, an oxidative (3+3) cycloaddition between an oxyallyl cation precursor and a hydroxylamine was also developed.

Supporting Information



Publication History

Received: 12 October 2021

Accepted after revision: 09 November 2021

Accepted Manuscript online:
09 November 2021

Article published online:
23 November 2021

© 2021. Thieme. All rights reserved

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