[3+3] Cycloaddition of in Situ Formed Azaoxyallyl Cations with Nitrones: Synthesis of 1, 2, 4‐Oxadiazinan‐5‐one Derivatives. Issue 16 (1st June 2017)

• Record Type: Journal Article
• Authors: Xuan, Jun; Cheng, Xiao; Cao, Xia
• Is Part Of: ChemistrySelect. Volume 2:Issue 16(2017)
• Page Start: 4364
• Page End: 4367
• Publication Date: 2017-06-01
• Subjects: azaoxyallyl cations -- cycloaddition reactions -- heterocyclic compounds -- nitrones -- 1, 2, 4-oxadiazinan-5-one; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201700826
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A [3+3] cycloaddition reaction of the in situ generated azaoxyallyl cations with nitrones under mild reaction conditions is presented. The reaction provides an efficient method to various biologically important 1, 2, 4‐oxadiazinan‐5‐one derivatives in good to high yields. More importantly, the method can be further expanded to modify some natural aldehydes and drug molecules. The broad substrate scope, mild reaction conditions, and the importance of the corresponding heterocyclic products render this approach attractive and valuable. Abstract : [3+3] cycloaddition reaction of the in situ generated azaoxyallyl cations with nitrones under mild reaction conditions is described. The broad substrate scope, late‐stage modifications and follow‐up chemistry render the approach attractive and valuable.