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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.


ABSTRACT: An efficient, atom-economic and one-pot synthesis of isoindolo[2,1-a]indol-6-ones via CuI/Pd(OAc)2-catalyzed intramolecular hydroamidation of alkynyl group, and C-H dehydrogenative coupling of ortho-alkynyl-N-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-a]indol-6-ones in good to high yields.

SUBMITTER: Tang B 

PROVIDER: S-EPMC9181885 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature

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

Tang Baoxin B   Hua Ruimao R  

Molecules (Basel, Switzerland) 20220525 11


An efficient, atom-economic and one-pot synthesis of isoindolo[2,1-<i>a</i>]indol-6-ones via CuI/Pd(OAc)<sub>2</sub>-catalyzed intramolecular hydroamidation of alkynyl group, and C-H dehydrogenative coupling of <i>ortho</i>-alkynyl-<i>N</i>-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-<i>a</i>]indol-6-ones in go  ...[more]

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