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C-H carboxylation of heteroarenes with ambient CO2

The C-H carboxylation of heteroarenes was achieved under transition metal-free reaction conditions with naturally abundant CO2 as the C1 source at relatively low temperature. The C-H carboxylation was mediated by KOt-Bu at atmospheric pressure of CO2, and thereby provided atom- and step-economical access to various heteroaromatic carboxylic acid derivatives.

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Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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Direct C-H carboxylation with carbon dioxide using 1,2,3-triazol-5-ylidene copper(I) complexes

1,2,3-Triazol-5-ylidene copper(I) complexes (tzNHC-Cu) efficiently catalyzed the direct C-H carboxylation of benzoxazole and benzothiazole derivatives with CO2 to give the corresponding esters in excellent yields after treatment with alkyl iodide. The tzNHC copper(I) complex, i.e., [(TPr)CuCl], worked somewhat more effectively than the corresponding imidazol-2-ylidene copper(I) complex [(IPr)CuCl] to give the carboxylation product in higher yields.

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Binuclear molybdenum alkoxide as the versatile catalyst for the conversion of carbon dioxide

The triply bonded dimolybdenum compound, Mo2(OtBu)6 (1), was investigated as a homogeneous catalyst for the conversion of CO2. The compound 1 acted as a rare example of a versatile catalyst with an impressive ability to transform CO2 into various valuable products, including propiolic acids, cyclic carbonates, and benzo[d]thiazole- and benzo[d]oxazolecarboxylic acids, in high yields with short reaction times and excellent selectivity at ambient pressure and low temperatures (25-75 C). This is the first report of the application of a metal-metal bond-containing species in the catalytic conversion of CO2.

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Carbon dioxide as the C1 source for direct C-H functionalization of aromatic heterocycles

(Equation Presented). A simple and straightforward method has been developed for the direct carboxylation of aromatic heterocylces such as oxazoles, thiazoles, and oxadiazoles using CO2 as the C1 source. The reactions require no metal catalyst and only Cs2CO3 as the base. A good functional group tolerance is achieved.

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PH-Responsive N-heterocyclic carbene copper(i) complexes: Syntheses and recoverable applications in the carboxylation of arylboronic esters and benzoxazole with carbon dioxide

A pH-controlled monophasic/biphasic switchable system has been developed as a green and novel strategy for homogeneous catalyst recycling, which has been successfully applied to the Cu-NHC-catalyzed carboxylation of organoboronic esters and benzoxazole with carbon dioxide. Additionally, the present strategy could also be extended to the Ag-NHC-catalyzed carboxylation of terminal alkyne. The tertiary amine-functionalized catalysts could be used for at least four times with a slight loss of activity.

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Method for synthesizing aromatic heterocyclic methyl ester compounds (by machine translation)

The invention discloses a method for synthesizing aromatic heterocyclic methyl ester compounds, namely to the molecular formula is [(ArN=C (CH3 ) NCH2 CH2 NCH2 C6 H5 ) CH] of Cl imidazole chlorine salt (wherein Ar=2, 6 – II – CH (CH3 )2 – C6 H3 ) As catalyst, normal pressure through the aromatic heterocyclic compound and carbon dioxide of the carboxylation reaction to synthesize aromatic heterocyclic methyl ester compound. This is by the imidazole salt catalyzed by aromatic heterocyclic compound and carbon dioxide of the carboxylation reaction to prepare aromatic heterocyclic methyl ester compound of the 1st example, compared with the prior art, not only the catalyst more green, synthetic more easily, and the mild reaction conditions, with equal or better tolerability of catalytic activity and functional group. (by machine translation)

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Synthesis of 2-(2,3-Dihydro-2-oxo-1,3,4-oxadiazolyl-5-yl) Benzo Heterocycles. A Novel Series of Orally Active Antiallergic Agents

A series of new 2-(2,3-dihydro-2-oxo-1,3,4-oxadiazol-5-yl) benzo heterocycles has been prepared.These compounds were tested as inhibitors of antigen-induced release of histamine (AIR) in vitro from rat peritoneal mast cells (RMC) and as inhibitors of IgE-mediated rat passive cutaneous anaphylaxis in the rat (PCA).Most of this new class of antiallergic agents showed good activity in the RMC assay.The most potent compound, 3-chloro-2-(2,3-dihydro-2-oxo-1,3,4-oxadiazol-5-yl)benzothiophene (6t), with an I50 value of 0.2 muM, is 15 times more potent than disodium cromoglycate (DSCG) in the RMC assay.Many compounds were orally active in the PCA test, and several of these compounds showed higher potency when given in this way to that shown by DSCG when given intraperitoneally.

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Reference£º
Benzoxazole – Wikipedia,
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