Related Experiment Video
Updated: May 15, 2025

Atom Transfer Radical Polymerization of Functionalized Vinyl Monomers Using Perylene as a Visible Light Photocatalyst
Published on: April 22, 2016
MHAT-enabled cascade radical annulation to access N-fused indoles and pyrroles
Santosh J Gharpure1, Simran R Narang1, Rupali S Chavan1
1Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai - 400076, India. sjgharpure@iitb.ac.in.
Abstract:
Iron-mediated hydrogen atom transfer (HAT) cascade annulation for the synthesis of N-fused indole and pyrrole is disclosed. This robust cascade annulation assembles intricate heterocyclic motifs, such as tetrahydropyrido[1,2-a]indoles and tetrahydroindolizines, equivalent to a formal [4+2] cycloaddition. The synthetic utility of the developed protocol was showcased in the synthesis of substituted tricyclic and tetracyclic heterocycles as well as an analogue of the natural product tashiromine.
Related Concept Videos
Radical Reactivity: Overview
Radical Formation: Addition
Similar to charge conservation in chemical reactions, spin conservation is implicit for radical reactions. Accordingly, the product formed must possess an...
Radical Formation: Elimination
Radical Reactivity: Electrophilic Radicals
Radical Anti-Markovnikov Addition to Alkenes: Mechanism
The mechanism starts with chain initiation, which involves two steps. In the first chain initiation step, a weak peroxide bond is homolytically cleaved upon mild heating to form two alkoxy radicals. In the second initiation step, a hydrogen atom is abstracted by the alkoxy...
Radical Formation: Abstraction
Even though homolysis produces radicals, it is different from radical...

