Acyl groups in heterocyclic compounds conformations

Acidity of azoles, basicity and, 41, 187 Acridines, heterocycle-fused, 70, 89 Acyl groups in heterocyclic compounds, conformations of, 41, 75 Acyclonucleosides, xeco-nucleosides, 67, 391 eco-nucleosides, 68, 1 tri-, tetra-, and penta-seco-nucleosides,... 

Acidity of azoles, basicity and, 41, 187 Acyl groups in heterocyclic compounds, conformations of, 41, 75 Advances... 

A group of Italian workers from Modena, led by Professor Taddei, has reviewed published work on the conformations of acyl groups in heterocyclic compounds, including both C-acyl and N-acyl derivatives. The first recent review of the basicity and acidity of azoles, covering both gas-phase and solution measurements, is presented by a group of Spanish workers (Catalan et al.). H. Weber has summarized the considerable recent progress in oxidative transformations of heteroaromatic iminium salts. 

Benassi, R., Folli, U., Schenetti, L., Taddei, F., The Conformations of Acyl Groups in Heterocyclic Compounds, 41, 75. 

In order to search for conformationally restricted 5-HT2A/2C receptor agonists, a useful method for the synthesis of an enantiomerically pure heterocyclic tetrahydrobenzo[l,2-ft 4,5-fc Jdifuran based alkylamines was developed. The route to the core structure is illustrated below. Thus, when the ehlorobromo compound was treated with Mg in the presence of EtMgBr, the tetrahydrobenzodifuran was obtained. This was further functionalized by reaction with a chiral acyl chloride and AlCl, followed by reduction of the ketone carbonyl group with triethylsilane in trifluoroacetic acid <01JMC1003>. 

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