Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 10, Pages 3808-3816Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c0ob01161d
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- DST, New Delhi, India [SR/S1/OC-53/2009]
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A new one-pot synthesis of 2-(hetero)aryl indoles via sequential C-C coupling followed by C-Si bond cleavage and a subsequent tandem C-C/C-N bond forming reaction is described. A variety of functionalized indole derivatives were prepared by conducting this four step reaction under Pd/C-Cu catalysis. The methodology involved coupling of (trimethylsilyl) acetylene with iodoarenes in the presence of 10% Pd/C-CuI-PPh3 and triethylamine in MeOH, followed by treating the reaction mixture with K2CO3 in aqueous MeOH, and finally coupling with o-iodoanilides. The single crystal X-ray data of a synthesized indole derivative is presented. Application of the methodology, in vitro pharmacological properties of the synthesized compound, along with a docking study is described.
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