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Updated: Oct 26, 2026
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Divergent Assembly of Functionalized Medium-Sized N,O-Heterocycles from N-(2-Hydroxyethyl)sulfonylamide
Yingying Wu1, Zichen Zhang1, Lulu Xu1
1Department of Chemistry, College of Sciences, Tianjin University of Science &Technology, Tianjin300457, People's Republic of China.
Abstract:
The divergent base-mediated formal [4+3] and [4+4] annulation of N-(2-hydroxyethyl)sulfonylamides was described for the preparation of seven- and eight-membered oxazaheterocycles. This strategy exhibited mild conditions, moderate to excellent yields, broad substrate scope, and functional group tolerance. The viability of this synthetic method was confirmed by scale-up reactions and additional transformations. In vitro toxicity experiments revealed that the three kinds of N,O-heterocycles exhibited significant antibacterial activity.
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