2,3-Difunctionalization of quinones: a gold-catalyzed cascade approach for trifluoromethyl-amination or sulfoximination

Title2,3-Difunctionalization of quinones: a gold-catalyzed cascade approach for trifluoromethyl-amination or sulfoximination
Publication TypeJournal Article
Year of Publication2024
AuthorsSharma, A, Govande, V, Mahajan, S, Sawant, SD
JournalChemical Communications
Volume60
Issue71
Pagination9598-9601
Date PublishedAUG
Type of ArticleArticle
ISSN1359-7345
Abstract

A one-pot domino protocol employing gold(i) catalysis has been developed for the cascade trifluoromethyl-amination/sulfoximination of quinones. Togni I serves as the trifluoromethyl installing precursor, while amine or sulfoximine serves as the aminating source. Preliminary investigations suggest a mutual activation of Togni I and the amine precursor, facilitating the facile difunctionalization of quinones with excellent regioselectivity. Extensive substrate scope exploration demonstrates moderate to good yields of difunctionalized products. Application to the natural product Juglone highlights its potential for late-stage modifications in medicinal chemistry and drug discovery. A one-pot domino protocol employing gold(i) catalysis has been developed for the cascade trifluoromethyl-amination/sulfoximination of quinones.

DOI10.1039/d4cc01891e
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.9

Divison category: 
Organic Chemistry
Database: 
Web of Science (WoS)

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