Related Experiment Video
Updated: Feb 28, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Ruthenium(ii)-catalyzed intermolecular synthesis of 2-arylindolines through C-H activation/oxidative cyclization
Manash Kumar Manna1, Samir Kumar Bhunia, Ranjan Jana
1Organic and Medicinal Chemistry Division, CSIR-Indian Institute of Chemical, Biology, 4 Raja S. C. Mullick Road, Jadavpur, Kolkata-700032, West Bengal, India. rjana@iicb.res.in.
Abstract:
Herein, we report a ruthenium-catalyzed 1,2-carboamination through C-H activation for the synthesis of 2-arylindolines from readily available, inexpensive, protected anilines and vinyl arenes. In earlier reports, indoline synthesis through C-H activation was demonstrated using sterically or electronically biased olefins suppressing β-hydride elimination. However, in the present protocol a ruthenium(ii)-catalyzed indoline synthesis via interrupted Heck-type manifold with unbiased styrenes is demonstrated. Mechanistically, the reaction proceeds through pyrimidine directed electrophilic ortho metalation, alkene insertion, amine coordination, and reductive elimination to construct the indoline nucleus.
More Related Videos
10:51The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
Published on: April 10, 2015
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
Published on: January 21, 2020
Related Concept Videos
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
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.
Cycloaddition Reactions: Overview
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
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...