A short synthesis of phenanthro[2,3- d ]imidazoles from dehydroabietic acid. Application of the methodology as a convenient route to benzimidazoles

Using tandem mass spectrometry to predict chemical transformations of 2-pyrimidinyloxy-N-arylbenzyl amine derivatives in solution

“…In this reaction pathway, the pyrimidine ring is activated by protonation towards the nucleophiles under acidic conditions, since the protonation of the vicinal nitrogen in pyrimidine withdraws electrons from the C-2 position [20,38]. Path b is an acid-catalyzed cyclodehydration process [41,42], and the mechanism is similar to that of its gas-phase analogous reaction; such cyclodehydration strategy has been reported as a convenient route to synthesize benzimidazoles [42]. It is proposed that the failure to observe the analogous reactions of the gas-phase benzyl migration reaction in solution is caused by solvent effects or protonation on the nitrogen in the pyrimidine ring.…”

Zn-Proline Catalyzed Selective Synthesis of 1,2-Disubstituted Benzimidazoles in Water

“…The present protocol is equally effective for aromatic aldehydes bearing either electron-donating or electron-withdrawing substituents (entries [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19]. Steric factors played a vital role in affecting the rate of reaction.…”

“…[2][3][4][5][6] In addition, benzimidazole derivatives have been used to act as topoisomerase inhibitors, selective neuropeptide YY1 receptor antagonists, angiotensin II inhibitors, 5-HT 3 antagonists in isolated guinea pig ileum, potential antitumor agents, antimicrobial agents, smooth muscle cell proliferation inhibitors, a treatment for interstitial cystitis, as factor Xa inhibitors, and in diverse areas of chemistry. [7][8][9][10][11][12] In view of the tremendous biological activities of substituted benzimidazoles, their preparation has gained considerable attention in recent years. The traditional synthesis of benzimidazoles involves the reaction between an o-phenylendiamine and a carboxylic acid or its derivatives (nitriles, amidates, orthoesters) under harsh dehydrating conditions.…”

Chemoselective Synthesis of 2-Aryl-1-arylmethyl-1H-benzo[d]imidazoles Using Indion 190 Resin as a Heterogeneous Recyclable Catalyst

“…[6][7][8][9][10][11] In light of the affinity, they display towards a variety of enzymes and protein receptors, medicinal chemists would certainly classify them as 'privileged sub-structures' for drug design.…”