The validity of calculated NMR shifts to predict the outcome of electrophilic aromatic substitution reactions on different heterocyclic compounds has been examined. Based on an analysis of >130 literature examples, it was found that the lowest predicted (13)C and/or (1)H chemical shift of a heterocycle correlates qualitatively with the regiochemical outcome of halogenation reactions in >80% of ...

Zeolite catalysts can play an important role in the development of greener organic syntheses through their abilities to act as heterogeneous catalysts, support reagents, entrain by-products, avoid aqueous work-ups and enhance product selectivities via shape-selectivity. We have shown that zeolites under modest conditions can have advantages in para-regioselective nitration, alkylation, acylatio...

The ability of the rabbit to metabolize naphthalene and chlorinated naphthalene was markedly influenced by the degree of halogenation of the compound according to Cornish and Block (2). Naphthalene is related structurally to biphenyl, in which a coaxial linkage connecta two phenyl molecules. Whethe? the presence of a chlorine atom in biphenyl also alters the metabolism of this compound as it, d...

Highly functionalized 5-trifluoromethyl-2-isoxazoline derivatives featuring a triflyl (SO2CF3) group at the 4-position were successfully synthesized via diastereoselective trifluoromethylation and halogenation of isoxazole triflones using the Ruppert- Prakash reagent. The trifluoromethylation is quite general in terms of the substrates including 3,5-diaryl isoxazole triflones and 3-aryl-5-styry...