Palladium-Catalyzed C(sp3)–H Biarylation of 8‑Methyl Quinolines with Cyclic Diaryliodonium Salts to Access Functionalized Biaryls and Fluorene Derivatives

Herein, we have developed the cyclic diaryliodonium salts as biarylating agents in the C­(sp3)–H functionalization using 8-methyl quinoline as the intrinsic directing group. The oxidant-free reaction produces a vast array of the biarylated products with iodo functionality that can be further functio...

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Bibliographic Details
Published in:Journal of organic chemistry 2022-11, Vol.87 (21), p.13744-13749
Main Authors: Maurya, Naveen Kumar, Yadav, Suman, Chaudhary, Dhananjay, Kumar, Dharmendra, Ishu, Km, Kuram, Malleswara Rao
Format: Article
Language:English
Subjects:
Catalysis
Fluorenes
Palladium
Quinolines
Salts
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Summary:Herein, we have developed the cyclic diaryliodonium salts as biarylating agents in the C­(sp3)–H functionalization using 8-methyl quinoline as the intrinsic directing group. The oxidant-free reaction produces a vast array of the biarylated products with iodo functionality that can be further functionalized. Additionally, intramolecular C­(sp3)–H functionalization in a stepwise manner under palladium-catalyzed conditions produced the fluorene derivatives in excellent yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01405