Copper promoted synthesis of tetrazoles and further conversion into diaryl tetrazoles through C-N cross-coupling approach

313-324Efficient tandem three component method has been demonstrated for the synthesis of substituted tetrazoles under mild reaction conditions using copper catalysis. Green solvent DMSO has been utilized and the reaction has been carried out at room temperature which establishes that our method is green synthetic approach. Variety of substrates readily undergo the optimized reaction conditions to provide their respective target products in good to excellent yields. In addition we have observed regioselective compounds depending on the substituents of phenyl ring. All the reactions are rapid, facile and are accomplished at room temperature. The reactions are of general application, clean and efficient. Furthermore we have confirmed that no other by-products could be identified during our experimental reaction process. In addition, C-N cross-coupling have been developed with phenyltetrazoleamines and aryl iodide under moderate reaction conditions

Preparation of 2-azido-1-substituted-1 H-benzo[d]imidazoles using a copper-promoted three-component reaction and their further conversion into 2-amino and 2-triazolyl derivatives

Multicomponent reaction: 2-Azido-1-substituted-1H-benzo[d]imidazoles were prepared using a copper-catalyzed three-component reaction involving 2-bromoaniline derivatives, isothiocyanates, and sodium azide. The reaction conditions were mild and the scope was broad. The azido compounds were transformed into their 2-amino and 2-triazolyl derivatives using copper-mediated reduction and cycloaddition, respectively (see scheme)

Copper-catalyzed domino one-pot synthesis of 2-(arylselanyl)arylcyanamides

Domino C–Se cross-coupling of 2-(iodoaryl)selenoureas with aryl iodides has been accomplished in the presence of a copper(I)–1,1-phenanthroline complex at moderate temperature. The reactions involve intra- and intermolecular C–Se cross-coupling to give the substituted 2-(arylselanyl)arylcyanamides. Aryl iodides having electron-donating and -withdrawing substituents are compatible, affording the targetselanyl ethers in high yield

Copper promoted synthesis of tetrazoles and further conversion into diaryl tetrazoles through C-N cross-coupling approach

Efficient tandem three component method has been demonstrated for the synthesis of substituted tetrazoles under mild reaction conditions using copper catalysis. Green solvent DMSO has been utilized and the reaction has been carried out at room temperature which establishes that our method is green synthetic approach. Variety of substrates readily undergo the optimized reaction conditions to provide their respective target products in good to excellent yields. In addition we have observed regioselective compounds depending on the substituents of phenyl ring. All the reactions are rapid, facile and are accomplished at room temperature. The reactions are of general application, clean and efficient. Furthermore we have confirmed that no other by-products could be identified during our experimental reaction process. In addition, C-N cross-coupling have been developed with phenyltetrazoleamines and aryl iodide under moderate reaction conditions

Copper-catalyzed domino intra- and intermolecular C−S cross-coupling reactions: synthesis of 2-(arylthio)arylcyanamides

One-pot synthesis of 2-(arylthio)arylcyanamides is accomplished using cheap and air-stable CuSO<SUB>4</SUB>·5H<SUB>2</SUB>O as a catalyst by domino intra- and intermolecular C−S cross-coupling reactions of 2-(iodoaryl)thioureas with aryl iodides under ligand-free conditions

Ligand-free copper-catalyzed synthesis of substituted benzimidazoles, 2-aminobenzimidazoles, 2-aminobenzothiazoles, and benzoxazoles

The synthesis of substituted benzimidazoles, 2-aminobenzimidazoles, 2-aminobenzothiazoles, and benzoxazoles is described via intramolecular cyclization of o-bromoaryl derivatives using copper(II) oxide nanoparticles in DMSO under air. The procedure is experimentally simple, general, efficient, and free from addition of external chelating ligands. It is a heterogeneous process and the copper(II) oxide nanoparticles can be recovered and recycled without loss of activity

One-pot three-component tandem reaction: Synthesis of aryl/alkyl cyanamides libraries and their further conversion into tetrazole derivatives

<p>We have developed methodology for the synthesis of aryl/alkyl cyanamides from amines in one-pot four steps reaction using cheap, readily available and air stable copper source as catalyst under mild reaction conditions. We have also studied the application of cyanamides. In this connection, we could construct aryl tetrazolamine from cyanamides using click reaction</p