Synthesis of Oxazolidines and Dihydroxazines via Cyclization of α‑Aminated Ketones

A new approach to oxazolidines and dihydroxazines was developed by regioselective cyclization of α-aminated ketones under transition metal-free conditions. Oxazolidine derivatives were generated in the presence of chloro benziodoxole and TFA, while dihydroxazines were formed without a hypervalent io...

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Veröffentlicht in:Journal of organic chemistry 2023-08, Vol.88 (15), p.10647-10654
Hauptverfasser: Sun, Mingze, Chen, Jingjing, Ding, Zhenhua
Format: Artikel
Sprache:eng
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Zusammenfassung:A new approach to oxazolidines and dihydroxazines was developed by regioselective cyclization of α-aminated ketones under transition metal-free conditions. Oxazolidine derivatives were generated in the presence of chloro benziodoxole and TFA, while dihydroxazines were formed without a hypervalent iodine reagent. The reaction was performed under room temperature and gave the products in good to excellent yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c00690