Potassium iodide promoted thiolation of pyrazolones and benzofurans using aryl sulfonyl chlorides as sulfenylation reagents
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منابع مشابه
Tetrabutylammonium Iodide-Promoted Thiolation of Oxindoles Using Sulfonyl Chlorides as Sulfenylation Reagents.
3-Sulfanyloxindoles were synthesised by triphenylphosphine-mediated transition-metal-free thiolation of oxindoles using sulfonyl chlorides as sulfenylation reagents. The above reaction was promoted by iodide anions, which was ascribed to the in situ conversion of sulfenyl chlorides into the more reactive sulfenyl iodides. Moreover, the thiolation of 3-aryloxindoles was facilitated by bases. The...
متن کاملIodine-catalyzed thiolation of electron-rich aromatics using sulfonyl hydrazides as sulfenylation reagents.
Iodine-catalyzed thiolation of electron-rich aromatics, including substituted anisole, thioanisole, phenol, toluene, and naphthalene, using sulfonyl hydrazides as sulfenylation reagents was carried out. Sulfonothioates, the products of decomposition of sulfonyl hydrazides in the presence of iodine, are proposed as the major sulfenylation species in this transformation.
متن کاملAddition of grignard reagents to aryl acid chlorides: an efficient synthesis of aryl ketones.
[chemical reaction: see text]. Direct addition of Grignard reagents to acid chlorides in the presence of bis[2-(N,N-dimethylamino)ethyl] ether proceeds selectively to provide aryl ketones in high yields. A possible tridentate interaction between Grignard reagents and bis[2-(N,N-dimethylamino)ethyl] ether moderates the reactivity of Grignard reagents, preventing the newly formed ketones from nuc...
متن کاملSolvent-Free Synthesis of Aryl Iodide Using Nano SiO2/HIO4 as a Reusable Acid Catalyst
An efficient and environmentally benign method for the synthesis of aryl iodides have been developed by diazotization of aromatic amines with NaNO2 and nanosilica periodic acid (nano-SPIA) as a green catalyst via grinding followed by a sandmeyer iodination by KI under solvent-free conditions at room temperature. The ensuing aryl diazonium salts supported on nano-SPIA were sufficiently stable ...
متن کاملIron-catalyzed desulfinylative C-C cross-coupling reactions of sulfonyl chlorides with grignard reagents.
Carbon–carbon cross-coupling reactions are very important in the areas of material science and medicinal chemistry. Most current methods require expensive transition-metal catalysts (for example, based on Cu, Pd, Co, Ni, Pt, Ru, and Rh) and ligands (for example, phosphines). Early reports by Kharasch and Reinmuth in 1954 and then by Tamura and Kochi in 1971 suggested that inexpensive Grignard r...
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ژورنال
عنوان ژورنال: Tetrahedron Letters
سال: 2016
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2016.10.053