PulseExploreJournal ClubDebatesTrendingResearchersJournals
Instagram
HomeExploreJournal ClubTrending
Synapse
⌘+K
Synapse
December 5, 2025The Journal of Organic Chemistry4 citations

Radical Bicyclization of N -Phenyl-4-pentenamides: A Modular and Selective Synthesis of γ-Lactam-Substituted Chroman-4-one and Indanone Hybrid Molecules

View Full Paper
ZFZeguo FangHZHanyang ZhangJHJiale Hu

Key Points

  • The treatment produces γ-lactam hybrids in moderate to good yields, indicating effective performance of the method.
  • This reaction constructs two C-C bonds and one C-N bond, achieving high step- and atom-economy with minimal waste.
  • Observed under mild conditions, the method demonstrates excellent regioselectivity in the formation of carbocycles and heterocycles.
  • The approach highlights the versatility of silver catalysis in enabling complex molecule design and synthesis.

Abstract

Herein, we report a modular and efficient silver-catalyzed domino radical bicyclization of N-phenyl-4-pentenamides with 2-(allyloxy)benzaldehydes and 2-allylbenzaldehydes, enabling the selective synthesis of γ-lactam-containing chroman-4-one and indanone hybrids in moderate to good yields. This transformation proceeds under mild conditions and features high step- and atom-economy, constructing two C-C bonds and one C-N bond in a single step within 30 min. Notably, it affords five-membered carbocycles or six-membered oxygen heterocycles with excellent regioselectivity.

Ask AI
Helpful
Bookmark
Share
View Full Paper

Cite This Study

Fang et al. (2025) studied this question.

synapsesocial.com/papers/6932311e8e51979591dce32ahttps://doi.org/10.1021/acs.joc.5c01890
Ask AI
Helpful
Bookmark
Share
View Full Paper