Abstract
Few functional groups are as popular in synthesis as the carbonyl group. Composed of an oxygen molecule doubly bonded to carbon, the carbonyl welcomes reaction with all types of nucleophiles. Carbonyls will even accept electrophiles, but it takes some convincing. Chemists access this reversed reactivity by using single-electron strategies, which typically require strong, stoichiometric reductants to form a ketyl radical. Now, researchers led by David A. Nagib of Ohio State University have found a way to form ketyl radicals under much milder conditions (Science 2018, DOI: 10.1126/science.aau1777). By reacting an aldehyde with acyl iodide, they formed an intermediate that’s easier to reduce than a carbonyl. Then the team used a cheap, photoactivated manganese catalyst to pluck off iodide and form a ketyl radical. The radical reacts with an alkyne, and the redox cycle is capped off when iodine adds back to the final product. Forming complex Z-selective vinyl iodides, the
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
