Related Experiment Video
Updated: Feb 28, 2026

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Illuminating Synergistic Catalysis: SET-HAT Unlocks Proximal C-H Arylation of Aromatic Amines
Vishal Jyoti Roy1, Swagata Choudhury1, Pratik Avinash1
1Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India.
Abstract:
The regioselective arylation of a free aromatic amine moiety is a challenging synthetic process, yet it is an essential one in the development of many value-added compounds. Here, we present an alternate strategy for the photoinduced ortho C-H arylation of anilines and alpha-arylation of pyrrole with aryl halides through the synergistic catalysis with the assistance of SET-HAT by the formation of noncovalent adducts. This synergistic strategy involving the thiol and the formate salt has been exploited to perform transition metal-free organophotocatalytic arylations. A diverse array of aryl halides and aromatic amine moieties have been coupled to remarkable regioselectivity. The plausible reaction pathways were further defined by spectroscopic investigation and computational studies. This proximal C-H arylation strategy has been utilized for late-stage functionalization as well as in the synthesis of bioactive phenanthridine and phenanthridinone via the domino annulation reaction.
More Related Videos
06:34Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides CHIPS
Published on: June 20, 2014
12:08Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
Published on: June 24, 2022
Related Concept Videos
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...
Diazonium Group Substitution: –OH and –H
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Basicity of Heterocyclic Aromatic Amines
Nucleophilic Aromatic Substitution: Elimination–Addition