Related Experiment Video
Updated: Dec 10, 2025

A Facile and Efficient Approach for the Production of Reversible Disulfide Cross-linked Micelles
Published on: December 23, 2016
Synthesis of γ-Lactams via Pd(II)-Catalyzed C(sp3)-H Olefination Using a Self-Cleaving Polyfluoroethylsulfinyl
Nan-Qi Shao1, Yu-Hao Chen2, Chen Li2
1Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Center for Excellence in Molecular Synthesis, University of Chinese Academy of Sciences, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Rd., Shanghai 200032, China.
Abstract:
A monodentate directing group, 2-chlorotetrafluoroethylsulfinylmide (-NHSOCF2CF2Cl), for inert C(sp3)-H bond activation is reported. This directing group shows efficient ability in Pd(II)-catalyzed C(sp3)-H olefination. The desired olefination products undergo subsequent Michael addition and in situ expulsion of the auxiliary to provide the free NH γ-lactam products. Preliminary mechanistic studies reveal that the auxiliary group is crucial for C(sp3)-H activation.
More Related Videos
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
11:09Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
Related Concept Videos
Cationic Chain-Growth Polymerization: Mechanism
Preparation and Reactions of Sulfides
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Ziegler–Natta Chain-Growth Polymerization: Overview
Acid Halides to Esters: Alcoholysis
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...