Abstract
Generation and reactions of carbonyl anions, relatively unknown species, have been studied. The reaction of β-phenyl-2-azaethenyllithium (13), generated from aryl isocyanides (12) and t-BuLi, with carbon monoxide gives 3H-indole derivatives (18) in 42-44% yields after quenching with methyl iodide. Similarly, β-phenyl-1-azaethenyllithium (21), obtainable by the addition of alkyllithium to benzonitriles (20), reacts with carbon monoxide and methyl iodide to afford 1H-isoindole derivatives (27) in 73-81% yields. A 1,4-diazabutadienyl anion (35) gives a cyclic urea (39) on reacting with carbon monoxide and methyl iodide. These reactions represent novel [4+1] cyclocoupling reactions of dienyl anions with carbon monoxide via carbonyl anions (14), (23), and (36) as the intermediates
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.
