We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Photoinduced Five‐Component Radical Relay Aminocarbonylation of Alkenes.
- Authors
Lu, Bin; Zhang, Zhihan; Jiang, Min; Liang, Dong; He, Zi‐Wei; Bao, Feng‐Shuo; Xiao, Wen‐Jing; Chen, Jia‐Rong
- Abstract
Radical single carbonylation reactions with CO constitute a direct and robust strategy toward various carbonyl compounds from readily available chemicals, and have been extensively studied over the past decades. However, realizing highly selective catalytic systems for controlled radical double carbonylation reactions has remained a substantial challenge, particularly for the more advanced multicomponent variants, despite their great potential value. Herein, we report a visible‐light‐driven radical relay five‐component radical double aminocarbonylation reaction of unactivated alkenes using CO under metal‐free conditions. This protocol provides direct access to valuable γ‐trifluoromethyl α‐ketoamides with good yields and high chemoselectivity. Crucial was the identification of distinct dual roles of amine coupling partners, sequentially acting as electron donors for the formation of photoactive electron donor‐acceptor (EDA) complexes with radical precursors and then as a CO acceptor via nitrogen radical cations to form carbamoyl radicals. Cross‐coupling of carbamoyl radicals with the acyl radicals that are formed in an alkene‐based relay process affords double aminocarbonylation products.
- Subjects
RADICALS (Chemistry); CARBONYLATION; ELECTRON donors; RADICAL cations; ALKENES; CARBONYL compounds; RADICALS
- Publication
Angewandte Chemie, 2023, Vol 135, Issue 41, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202309460