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Ruthenium‐Catalyzed Site‐Selective Annulation of Benzoxazinones: An Easy Access to Dihydroisoquinoline Benzamide Derivatives

Year: 2025

Type: article

Abstract: A ruthenium-catalyzed chelation-assisted substrate-controlled, site-selective, one-pot three-component cascade dehydrogenative annulation reaction is reported here. The developed methodology leads to the synthesis of biologically active 4H-benzo[d] [1,3] oxazin-4-one derivatives by the nucleophilic addition of amines to benzoxazinones followed by coupling with diphenyl acetylenes. In addition to providing excellent yields of products, the method is also regioselective. This new protocol has been demonstrated to have an easy access to a variety of dihydroisoquinoline benzamide derivatives.

Source: Chemistry - A European Journal

DOI: 10.1002/chem.202500512

Authors: Subir Panja, Biprajit Paul, Anay Saha, Keya Roy, Chandan Nandi, Biju Majhi, Laksmikanta Adak, Brindaban C. Ranu

Institutions: Indian Association for the Cultivation of Science, Indian Association for Cancer Research, Advanced Centre for Treatment, Research and Education in Cancer, Indian Institute of Engineering Science and Technology, Shibpur

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Indian National Science Academy, Department of Science and Technology, Ministry of Science and Technology, India

OpenAlex ID: W4409445814

FWCI:

Cites: 55

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Related to: 10