Copper-Catalyzed Aerobic Oxidative Alkynylation of 3,4-Dihydroquinoxalin-2-ones
نویسندگان
چکیده
منابع مشابه
Copper-catalyzed aerobic oxidative synthesis of aromatic carboxylic acids.
A simple, practical and efficient copper-catalyzed method for synthesis of aromatic carboxylic acids has been developed. The protocol uses inexpensive CuI/L-proline as the catalyst/ligand, and readily available aryl halides and malononitrile as the starting materials, and the corresponding aromatic carboxylic acids were obtained in moderate to good yields. The method is of tolerance towards fun...
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ABSTRACT Alkynylation reactions of N-protected tetrahydroisoquinolines have been performed using several different protocols of cross dehydrogenative coupling. Initially, a CuCl-catalyzed method was investigated, which worked well with three different N-protecting groups, namely phenyl, PMP, and benzyl and t-BuOOH as oxidant in acetonitrile as solvent. The peroxide could then be replaced by sim...
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A new copper-catalyzed oxidative ring closure of ethynyl anilides with diaryliodonium salts was developed for the highly modular construction of benzoxazines bearing a fully substituted exo double bond. The oxidative transformation includes an unusual 6-exo-dig cyclization step with the formation of C-O and C-C bonds.
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A copper-catalyzed method for the preparation of ynamides has been identified that proceeds via aerobic oxidative coupling of terminal alkynes with various nitrogen nucleophiles, including cyclic carbamates, amides and ureas, and N-alkyl-arylsulfonamides and indoles.
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A reaction mechanism for the copper(i)-catalyzed oxidative aerobic trifluoromethylation of terminal alkynes has been determined by DFT calculations. The transmetalation of CF3(-) to copper appears to be a ligand replacement process independent of the metal. The dioxygen activation follows the sequence η(1)-superoxocopper(ii), μ-η(2):η(2)-peroxodicopper(ii) and bis(μ-oxo)-dicopper(iii).
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ژورنال
عنوان ژورنال: Synthesis
سال: 2019
ISSN: 0039-7881,1437-210X
DOI: 10.1055/s-0039-1690244