A Fe-catalyzed hydrocyclization reaction of unactivated alkenes was developed, utilizing PhSiH as the hydrogen source, yielding 2,3-dihydroquinazolinone (DHQZ) derivatives in moderate to good yields. Notably, when the substrate was switched to -cyano--(2-(prop-1-en-2-yl)phenyl)benzamides, the reaction yielded only the unreduced products. Mechanistic studies revealed that the intramolecular addition of the in situ formed radical to the unactivated alkene results in the formation of the fused ring.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.joc.4c02410DOI Listing

Publication Analysis

Top Keywords

fe-catalyzed hydrocyclization
8
hydrocyclization inactivated
4
inactivated alkenes
4
alkenes synthesize
4
synthesize ring-fused
4
ring-fused 23-dihydroquinazolinone
4
23-dihydroquinazolinone fe-catalyzed
4
hydrocyclization reaction
4
reaction unactivated
4
unactivated alkenes
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!