[8+2]‐Cycloaddition Reaction of Carbamates and N‐Sulfonyl azaheptafulvenes

The base‐mediated higher‐order [8+2]‐cycloaddition reaction of carbamates with N‐sulfonyl azaheptafulvenes has been successfully developed, providing a facile access to a series of highly functionalized cycloheptatriene‐fused imidazolidin‐2‐one derivatives in 52–95 % yields. This reaction features t...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2023-08, Vol.8 (31), p.n/a
Hauptverfasser: Wang, Zhaoxue, Liu, Wanxing, Xu, Xiangdong, Shi, Yuying, Tian, Ge, Wu, Ping, Li, Xiaojing, Wu, Lingang, Xie, Lei
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Sprache:eng
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Zusammenfassung:The base‐mediated higher‐order [8+2]‐cycloaddition reaction of carbamates with N‐sulfonyl azaheptafulvenes has been successfully developed, providing a facile access to a series of highly functionalized cycloheptatriene‐fused imidazolidin‐2‐one derivatives in 52–95 % yields. This reaction features transition‐metal free, simple operation, and mild reaction conditions. Additionally, this transformation can also be utilized to modify some natural isolates. Herein, we disclose a base‐mediated formal [8+2]‐cycloaddition reaction of N‐sulfonyl azaheptafulvenes with carbamates under mild reaction conditions, which provides a facile access to structurally diverse cycloheptatriene‐fused imidazolidin‐2‐ones with moderate to excellent yields (52–95 %). In addition, this method could be applied to modify some natural isolates.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202302543