isible-Light-Mediated Strategies for the Preparation of Oxime Ethers Derived from O-H Insertions of Oximes into Aryldiazoacetate

Author(s)

Stivanin, Mateus L. ^[1] ; Duarte, Marcelo ^[1] ; Leao, Luiz Paulo M. O. ^[1] ; Saito, Felipe A. ^[1] ; Jurberg, Igor D. ^[1]

Affiliation

^[1] Univ Estadual Campinas, Inst Chem, BR-13083862 Campinas, SP - Brazil

• Document type: Journal article
• Source: Journal of Organic Chemistry; v. 86, n. 23, p. 17528-17532, DEC 3 2021.
• Web of Science Citations: 1

Abstract

Two visible-light-mediated O-H insertion protocols involving oximes and aryldiazoacetates leading to different products depending on the solvent employed are reported. In DCM, direct O-H insertion takes place. In THF, there is the additional incorporation of the ring-opened form of this solvent into the structure of the product. These metal-free protocols are mild and tolerant to air and moisture. The preparation of an acaricide has been developed as an example of synthetic application. (AU)

• FAPESP's process: 20/02107-0 - Synthesis of organic molecules employing photochemistry of aryldiazoacetates
• Grantee: Felipe Akio Saito
• Support Opportunities: Scholarships in Brazil - Scientific Initiation
• FAPESP's process: 19/01235-8 - Photochemistry with visible light using donor-acceptor diazocompounds
• Grantee: Igor Dias Jurberg
• Support Opportunities: Regular Research Grants