Spirooxazoline Synthesis by an Oxidative Dearomatizing Cyclization

Muhammad Tariq, Wesley Moran

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The oxidative spirocyclization of phenols and naphthols containing pendent amides is described that grants access to unusual spirooxazoline compounds. These rare spirocycles are prepared by an iodine(I)/(III) catalytic cycle.

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.
Original languageEnglish
Pages (from-to)5153-5160
Number of pages8
JournalEuropean Journal of Organic Chemistry
Volume2020
Issue number32
Early online date3 Jul 2020
DOIs
Publication statusPublished - 31 Aug 2020

Fingerprint Dive into the research topics of 'Spirooxazoline Synthesis by an Oxidative Dearomatizing Cyclization'. Together they form a unique fingerprint.

Cite this