Related Experiment Video
Updated: Jul 13, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Iron-Catalyzed para-Selective C-H Allylation of Aniline Derivatives
Qiulin You1, Xin Xiao1, Yang Shi1
1Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, People's Republic of China.
Abstract:
Transition-metal-catalyzed directed C-H allylation of arenes offers an efficient and straightforward approach to construct value-added allylic arenes. However, these reactions are often performed with precious transition-metal catalysts and mainly limited to ortho-C-H allylation of arenes. Herein, we disclose a novel iron-catalyzed para-C-H allylation of aniline derivatives with allyl alcohols via a chelation-induced strategy, providing various allylic arenes in good yields with excellent regio- and chemoselectivity. A simple FeCl3·6H2O is employed as a catalyst, serving a dual role in the reaction: (1) coordination with N-arylpicolinamide to alter the electronic property of the aromatic ring and (2) reaction with allyl alcohol to form allyl-Fe species.
More Related Videos
07:56Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
Published on: June 20, 2014
Related Concept Videos
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Diazonium Group Substitution: –OH and –H
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...
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3