Spirooxazoline Synthesis by an Oxidative Dearomatizing Cyclization

Tariq, M. Umair; Moran, Wesley J.

Abstract

Spirocyclic compounds are of increasing importance owing to their potential applications in the development of new pharmaceuticals. Herein, we describe a new, rapid access to rarely seen spirooxazolines utilizing an I(I)/I(III) reaction manifold. The scope of the cyclization using phenols and naphthols is described along with the stereoselective functionalization of the spirocycles. The application of this method to the formation of dihydrooxazines is also demonstrated.

Citation

Tariq, M. U., & Moran, W. J. (2020). Spirooxazoline Synthesis by an Oxidative Dearomatizing Cyclization. European Journal of Organic Chemistry, 2020(32), 5153-5160. https://doi.org/10.1002/ejoc.202000840

• Journal Article Type: Article
• Online Publication Date: Jul 3, 2020
• Publication Date: Aug 31, 2020
• Deposit Date: Mar 9, 2024
• Publicly Available Date: Apr 16, 2024
• Journal: European Journal of Organic Chemistry
• Print ISSN: 1434-193X
• Electronic ISSN: 1099-0690
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 2020
• Issue: 32
• Pages: 5153-5160
• DOI: https://doi.org/10.1002/ejoc.202000840