Cu(I)/Pd(II)-Catalyzed Intramolecular Hydroamidation and C-H Dehydrogenative Coupling of ortho -Alkynyl- N -arylbenzamides for Access to Isoindolo[2,1- a ]Indol-6-Ones

An efficient, atom-economic and one-pot synthesis of isoindolo[2,1- ]indol-6-ones via CuI/Pd(OAc) -catalyzed intramolecular hydroamidation of alkynyl group, and C-H dehydrogenative coupling of -alkynyl- -arylbenzamides has been developed. This transformation occurs with the use of oxygen as the oxid...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2022-05, Vol.27 (11), p.3393
Main Authors: Tang, Baoxin, Hua, Ruimao
Format: Article
Language:English
Subjects:
Binding sites
C-H dehydrogenative coupling
Dehydrogenation
Functional groups
hydroamidation of alkyne
isoindolo[2,1-a]indol-6-one
Nitrogen
NMR
Nuclear magnetic resonance
ortho-alkynyl-N-arylbenzamide
Oxidants
Oxidizing agents
Solvents
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Summary:An efficient, atom-economic and one-pot synthesis of isoindolo[2,1- ]indol-6-ones via CuI/Pd(OAc) -catalyzed intramolecular hydroamidation of alkynyl group, and C-H dehydrogenative coupling of -alkynyl- -arylbenzamides has been developed. This transformation occurs with the use of oxygen as the oxidant, and water is the only by-product. The reaction shows a high tolerance to a variety of functional groups, and affords isoindolo[2,1- ]indol-6-ones in good to high yields.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27113393