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Updated: Sep 16, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Site Selective C(sp2)2-H Sulfenylation of 4-Quinolone Derivatives under Palladium(II) Catalysis
Tapas Kumar Das1,2, Prasanjit Ghosh2, Harshbardhan Maruti Dhembare1
1TCG Life Sciences Pvt. Ltd., BN-7; Sector-V; Salt Lake City, Kolkata, 700091, India.
Abstract:
Organosulfur/selenium embedded heterocycles are high-value, intricate synthetic targets. Their cogent synthesis and postsynthetic diversifications, particularly through the C─H bond activation strategy, remain immensely alluring in organic synthesis. In this study, we illustrate the first example of site-selective C(sp2)2-H chalcogenation (sulfenylation) of 4-quinolone motifs under palladium(II) catalysis in conjunction with earth-abundant copper salt as an oxidizing agent, enabling structurally orchestrated C-2 sulfenylated 4-quinolone scaffolds in promising yields. The protocol is operationally simple and scalable and engages various disulfides as coupling partners with broad functional group tolerance. Mechanistic studies have unravelled the rationale behind the unique site selectivity.
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