Oxidative Chlorination of Aromatic Compounds in Aqueous Media
نویسنده
چکیده
An efficient method for the synthesis of chlorinated arenes is disclosed. The method involves the use of NaClO3 as oxidant and HCl as chlorinating agent in aqueous medium under mild conditions to chlorinate the aromatic compounds in good to excellent yields (75-96%). The reagent system is efficient, organic solvent-free and easy to handle.
منابع مشابه
Room temperature C(sp2)–H oxidative chlorination via photoredox catalysis† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc03010j Click here for additional data file.
Photoredox catalysis has been developed to achieve oxidative C-H chlorination of aromatic compounds using NaCl as the chlorine source and Na2S2O8 as the oxidant. The reactions occur at room temperature and exhibit exclusive selectivity for C(sp2)-H bonds over C(sp3)-H bonds. The method has been used for the chlorination of a diverse set of substrates, including the expedited synthesis of key in...
متن کاملHalogenase‐Inspired Oxidative Chlorination Using Flavin Photocatalysis
Chlorine gas or electropositive chlorine reagents are used to prepare chlorinated aromatic compounds, which are found in pharmaceuticals, agrochemicals, and polymers, and serve as synthetic precursors for metal-catalyzed cross-couplings. Nature chlorinates with chloride anions, FAD-dependent halogenases, and O2 as the oxidant. A photocatalytic oxidative chlorination is described based on the or...
متن کاملPoly(P-N-Chlorostyrenesulphonamide): A New and Efficient Chlorinating Agent for Aromatic Rings
Poly(p-N-chlorostyrenesulphonamide) synthesized via direct chlorination of poly[(p-styrene) sulphonamide], can be used for selective chlorination of aromatic compounds. Aromatic rings of the anisole, p-xylene, ethylbenzene and toluene are chlorinated with good yields. The polymer can be recovery, rechlorinated and reused several times.
متن کاملEfficient Oxidative Dehydrogenation of Dihydropyrimidinones and Thiocyanation of Aromatic Compounds Using 1,1,2,2-Tetrahydroperoxy-1,2-diphenylethane as the Oxidant
A new, efficient and mild approach for the oxidative dehydrogenation of dihydropyrimidinones and thiocyanation of aromatic compounds using 1,1,2,2-tetrahydroperoxy-1,2-diphenylethane (THPDPE) as a terminal oxidant was developed. Initially, various substrates bearing different electron-donating and electron-releasing functionalities were synthesized and next under the optimized reaction conditio...
متن کاملOrganic reactions in aqueous media with a focus on carbon-carbon bond formations: a decade update.
4.2.8. Reductive Coupling 3109 5. Reaction of Aromatic Compounds 3110 5.1. Electrophilic Substitutions 3110 5.2. Radical Substitution 3111 5.3. Oxidative Coupling 3111 5.4. Photochemical Reactions 3111 6. Reaction of Carbonyl Compounds 3111 6.1. Nucleophilic Additions 3111 6.1.1. Allylation 3111 6.1.2. Propargylation 3120 6.1.3. Benzylation 3121 6.1.4. Arylation/Vinylation 3121 6.1.5. Alkynylat...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
دوره شماره
صفحات -
تاریخ انتشار 2014