Ag2O-promoted ring-opening reactions of cyclopropenones with oximes. Issue 30 (21st July 2020)

• Record Type: Journal Article
• Authors: Yang, Ye-Fei; Huang, Xiao-Bo; Gao, Wen-Xia; Zhou, Yun-Bing; Liu, Miao-Chang; Wu, Hua-Yue
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 30(2020)
• Page Start: 5822
• Page End: 5825
• Publication Date: 2020-07-21
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob00601g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : We disclosed an Ag2 O-promoted unprecedented ring-opening rearrangement of cyclopropenones with oximes, providing a direct route to 1, 3-oxazinones. Abstract : Ag2 O-promoted ring-opening reactions of cyclopropenones with oximes is disclosed in this work, providing a direct route to 1, 3-oxazinones. This method highlights a new reactivity of cyclopropenones which undergo 1, 4-addition with oximes followed by β-carbon elimination to in situ generate a α-carbonyl ketene intermediate.