AgNTf2-catalyzed formal [3 + 2] cycloaddition of ynamides with unprotected isoxazol-5-amines: efficient access to functionalized 5-amino-1H-pyrrole-3-carboxamide derivatives
نویسندگان
چکیده
منابع مشابه
Tf2NH-catalyzed formal [3 + 2] cycloaddition of oxadiazolones with ynamides: a simple access to aminoimidazoles.
Oxadiazolones are first employed as the three-atom coupling partners in the Tf2NH-catalyzed cycloaddition with ynamides. This formal [3 + 2] cycloaddition allows a rapid synthesis of aminoimidazoles with a broad substrate scope. The approach also features a metal-free catalytic cycloaddition process, which may find applications in the synthesis of bioactive molecules. Besides, the resulting N-m...
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A facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles was developed through [3+2] cycloaddition of tosylmethyl isocyanide (TosMIC) and styrylisoxazoles. In the presence of KOH, various styrylisoxazoles reacted smoothly with tosylmethyl isocyanide and analogs to deliver a wide range of 3-(isoxazol-5-yl)pyrroles at ambient temperature. This transformation is operationally simple, high-yiel...
متن کاملPalladium-catalyzed [3 + 2] intramolecular cycloaddition of alk-5-enylidenecyclopropanes.
Readily accessible alk-5-enylidenecyclopropanes undergo [3 + 2] intramolecular cycloaddition reactions upon treatment with appropriate palladium complexes. The method allows the rapid and efficient assembly of a variety of bicyclo[3.3.0]octane systems with up to three stereocenters. Preliminary theoretical calculations uncovered previously unsuspected mechanistic possibilities based on either a...
متن کامل3-Nitro, 1-Amino Guanidine and 5-Hydrazino-1H-Tetrazole Derivatives as New Energetic Materials
The synthesis of 3-amino-1-nitroguanidine (3-ANQ) and 5-hydrazino tetrazole (5-HT) derivatives as new energetic materials are described. Reaction of 3-ANQ with triethyl orthoformate leads to the formation of 3-nitramino triazole while no reaction was observed whit 5-HT. Addition of NaN3 to a mixture of 3-ANQ and triethyl orthoformate, afforded 1-nitroguanidyl tetrazole in excelle...
متن کامل3-Benzyl-1-{[3-(4-chlorophenyl)isoxazol-5-yl]methyl}-1H-benzimidazol-2(3H)-one
In the title compound, C24H18ClN3O2, the benzimidazole plane is nearly perpendicular to the phenyl ring and to the isoxazole ring, making dihedral angles of 75.95 (7) and 73.04 (8)°, respectively, but the two residues point in opposite directions with respect to the benzimidazole plane. The dihedral angle between the chloro-phenyl and isoxazole rings is 7.95 (8)°. In the crystal, mol-ecules are...
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2019
ISSN: 1860-5397
DOI: 10.3762/bjoc.15.255