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Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction.

ABSTRACT: An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et₃N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach.

SUBMITTER: Navari R

PROVIDER: S-EPMC6466694 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction.

Navari Razieh R Balalaie Saeed S Mehrparvar Saber S Darvish Fatemeh F Rominger Frank F Hamdan Fatima F Mirzaie Sattar S

Beilstein journal of organic chemistry 20190411

An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et3N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom ec ...[more]

PMID: 31019580

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