Photooxidative C-C double bond cleavage of β-enaminocarbonyl compounds: toward selective N -formylation of amines.

Autor: You H; Department of Chemistry, Yeungnam University, Gyeongsan, Gyeongbuk 38541, Republic of Korea. dwcho00@yu.ac.kr., Lim SH; Department of Chemistry, Yeungnam University, Gyeongsan, Gyeongbuk 38541, Republic of Korea. dwcho00@yu.ac.kr., Cho DW; Department of Chemistry, Yeungnam University, Gyeongsan, Gyeongbuk 38541, Republic of Korea. dwcho00@yu.ac.kr.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2024 Dec 18; Vol. 23 (1), pp. 108-112. Date of Electronic Publication: 2024 Dec 18.
DOI: 10.1039/d4ob01688b
Abstrakt: A photooxidative C-C double bond cleavage of electron-deficient β-enaminocarbonyl compounds possessing a silyl group at the α-position to the nitrogen atom using methylene blue (MB) as the photosensitizer was explored. Photochemically generated 1 O 2 was added across the CC bond with the aid of a tethered silyl group to cleave it and form N -formylamines. This reaction protocol exhibited compatibility with numerous β-enaminocarbonyl substrates, including those with various N -alkyl, N -benzyl and N -aryl substituents.
Databáze: MEDLINE
Externí odkaz: