Flexible application of in synthetic route 6797-13-3

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Evindar, Ghotas; Batey, Robert A. published the article 《Parallel Synthesis of a Library of Benzoxazoles and Benzothiazoles Using Ligand-Accelerated Copper-Catalyzed Cyclizations of ortho-Halobenzanilides》. Keywords: halo benzanilide cyclization benzoaxazole benzothiazole preparation.They researched the compound: 2-Ethylbenzo[d]oxazole( cas:6797-13-3 ).Application of 6797-13-3. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:6797-13-3) here.

A general method for the formation of benzoxazoles via a copper-catalyzed cyclization of o-halobenzanilides is reported. This approach complements the more commonly used strategies for benzoxazole formation which require 2-aminophenols as substrates. The reaction involves an intramol. C-O cross-coupling of the o-halo anilides and is believed to proceed via an oxidative insertion/reductive elimination pathway through a Cu(I)/Cu(III) manifold. The reaction is also applicable to the formation of benzothiazoles. A variety of ligands including 1,10-phenanthroline and N,N’-dimethylethylenediamine ligand acceleration/stabilization in the reaction. Optimal conditions for cyclization used a catalyst combination of CuI and 1,10-phenanthroline (10 mol %). The method was amenable to a parallel-synthesis approach, as demonstrated by the synthesis of a library of benzoxazoles and benzothiazoles substituted at various positions in the ring. Most examples used the cyclization of o-bromo anilides, but o-iodo anilides and o-chloro anilides also undergo a reaction under these conditions. The rate of reaction of the o-halo anilides follows the order I > Br > Cl, consistent with oxidative addition being the rate-determining step.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Machine Learning in Chemistry about 6797-13-3

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Ethylbenzo[d]oxazole, is researched, Molecular C9H9NO, CAS is 6797-13-3, about Novel and efficient heterogeneous polymer supported copper catalyst for synthesis of 2-substituted Benzoxazoles from 2-Haloanilides.Product Details of 6797-13-3.

A novel polymer supported copper complex was prepared by the immobilization of copper iodide on chem. modified polyacrylonitrile and its application in heterogeneous catalysis was described. The catalyst was prepared by easy method via synthetic modification of Polyacrylonitrile (PAN) using ethylene diamine followed by the complexation with CuI. After characterization, the complex was explored as a green and efficient heterogeneous catalyst for the synthesis of 2-benzoxazoles from 2-haloanilides. The reaction was performed without adding addnl. ligand and the catalyst shows activity over a broad range of substrates with quant. product yields. The catalyst was easily recovered by simple filtration and reused successfully for further cycle.

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Reference:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem