Copper-catalyzed oxidative C‒H, N‒H coupling of azoles and thiophenes
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چکیده
منابع مشابه
Copper-catalyzed sequential N-arylation of C-amino-NH-azoles.
Copper(II)-catalyzed boronic acid promoted C-N bond cross-coupling reactions have been successfully developed for sequential N-arylation of C-amino-NH-azoles. These general protocols are compatible with a variety of aryl/hetero-aryl boronic acids and provided rapid access to a diverse array of diarylaminoazole derivatives in a two-step sequence or in one-pot.
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Using Ag2CO3 as an additive, we developed the Pd-catalyzed intermolecular C-H/C-H cross-coupling of pyridine N-oxides with five-membered heterocycles such as 1-benzyl-1,2,3-triazoles, thiophens and furans. This protocol provides an efficient and regioselective approach for the synthesis of unsymmetrical biheteroaryl molecules.
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Cu(II)-catalyzed direct thiolation of azoles with thiols is described via intermolecular C-S bond formation/C-H functionalization under oxidative conditions. Both aryl thiols and aliphatic thiols are used as coupling partners, and furnished the thiolation products in moderate to good yields. The reaction is compatible with a wide range of heterocycles including oxazole, thiazole, imidazole and ...
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A long-standing controversy concerning the heat of formation of methylenimine has been addressed by means of the W2 (Weizmann-2) thermochemical approach. Our best calculated values, ∆H◦ f,298(CH2NH)=21.1±0.5 kcal/mol and ∆H◦ f,298(CH2NH + 2 )=179.4±0.5 kcal/mol, are in good agreement with the most recent measurements but carry a much smaller uncertainty. As a byproduct, we obtain the first-ever...
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A method for the synthesis of N-aryl-C-nitroazoles is presented. A coupling reaction between variously substituted arylboronic acids and 3(5)-nitro-1H-pyrazole catalyzed by copper salt has been carried out in methanol in the presence of sodium hydroxide to afford the desired N-aryl-C-nitroazoles in good yields. This synthetic route has also been successfully applied to obtain N-phenyl derivativ...
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ژورنال
عنوان ژورنال: Tetrahedron
سال: 2012
ISSN: 0040-4020
DOI: 10.1016/j.tet.2012.03.001