Cobalt(III)−Catalyzed C−H Activation: A Secondary Amide Directed Decarboxylative Functionalization of Alkynyl Carboxylic Acids Wherein Amide NH‐group Remains Unreactive | Zendy

Muniraj Nachimuthu | Zendy; Prabhu Kandikere Ramaiah | Zendy

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Cobalt(III)−Catalyzed C−H Activation: A Secondary Amide Directed Decarboxylative Functionalization of Alkynyl Carboxylic Acids Wherein Amide NH‐group Remains Unreactive

Author(s) -

Muniraj Nachimuthu,

Prabhu Kandikere Ramaiah

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201701406

Subject(s) - chemistry , amide , regioselectivity , catalysis , functional group , alkene , aryl , combinatorial chemistry , substrate (aquarium) , indole test , cobalt , surface modification , medicinal chemistry , organic chemistry , alkyl , oceanography , geology , polymer

A Co(III)‐catalyzed C−H activation reaction for ortho ‐alkenylation of benzamides (aryl/heteroaryl) and C2‐alkenylation of indole derivatives have been developed using alkynyl carboxylic acid as an alkene source. A high regioselectivity has been achieved in the formation of disubstituted alkenes, and the possible cyclic products were not observed. This efficient alkenylation shows a broad range of substrate scope with a good functional group tolerance. The application of the methodology has been showcased by transforming an alkenylated amide to a 3‐hydroxy isoindolinone derivative.

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