Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 6797-13-3, is researched, Molecular C9H9NO, about Facile synthesis of 2-benzoxazoles via CuI/2,2′-bipyridine catalyzed intramolecular C-O coupling of 2-haloanilides, the main research direction is benzoxazole preparation; haloanilide intramol cross coupling copper iodide bipyridine.Electric Literature of C9H9NO.
A facile and general method for the synthesis of 2-substituted benzoxazoles I [R1 = C6H5, C(CH3)3, CH2CH3, CH(CH3)2; R2 = 6-F, 5-CF3, 6-CH3, etc.] via copper catalyzed intramol. C-O cross-coupling of 2-haloanilides 2-X-R3C6H3NHC(O)R1 (X = I, Br, Cl; R3 = 4-F, 4-OCH3, 5-CF3, etc.) has been reported. A combination of CuI (5 mol%), 2,2′-bipyridine (10 mol%), Cs2CO3 (2 equivalent) in DMF solvent with 4 Å mol. sieves at 140°C, illustrated the scope for tuning the reactivity of 2-haloanilides toward the selective formation of a series of 2-alkyl benzoxazole derivatives I in moderate to good yields. This is the first systematic study using CuI/2,2′-bipyridine as the catalytic system for the synthesis of 2-substituted benzoxazoles I. The outcome of the reaction was found to be significantly influenced by the aromatic and amide substituents of 2-haloanilides.
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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem