Radical/Iminium Domino Strategy (RIDS) for Rapid Construction of Sterically Congested γ-Lactam-Based
Yuto Ishida1, Takashi Nishikata1
1Graduate School of Science and Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube, Yamaguchi, 755-8611, Japan.
Abstract:
Cu-Catalyzed radical/iminium domino strategy (RIDS) for the efficient synthesis of quaternary-carbon-containing γ-lactam-based multiheterocyclic structures from α-bromocarboxamides is reported. This domino reaction strategy enables the construction of multiheterocycles in one step. Mechanistic studies showed that two catalytically generated iminiums are likely to be key intermediates in the catalytic cycle. The developed method can be used in a chemoselective manner to produce multicyclic products in the reaction with ketones possessing two different carbonyls.
More Related Videos
05:15Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
06:31Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
Published on: November 27, 2015
Related Concept Videos
Radical Reactivity: Intramolecular vs Intermolecular
Radical Halogenation: Stereochemistry
Halogenation to form a new chiral center:
Radical Reactivity: Steric Effects
Along with electronic...
Radical Chain-Growth Polymerization: Overview
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Radical Chain-Growth Polymerization: Mechanism
