Synthesis of spirocyclic oxazole derivatives from 2-arylidene cycloalkanones and -halohydroxamates

Herein we disclose a facile route to spirocyclic oxazole derivatives via [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations that formed in situ from α-halohydroxamates in the presence of base. This methodology was shown to lead to an efficient formation of a s...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-06, Vol.2 (21), p.4293-4297
Hauptverfasser: Wan, Huiyang, Xia, Shuangshuang, Liu, Xinghua, Jian, Yongchan, An, Yuanyuan, Wang, Yubin
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Zusammenfassung:Herein we disclose a facile route to spirocyclic oxazole derivatives via [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations that formed in situ from α-halohydroxamates in the presence of base. This methodology was shown to lead to an efficient formation of a series of functionalized spirocyclic oxazole derivatives in good to excellent yields. A facil route to spirocyclic oxazole derivatives via the [3 + 2] cycloaddition reactions between 2-arylidene cycloalkanones and azaoxyallyl cations was developed.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob00701k