Metallation of Heterocyclic Compounds
作者： Lambert Brandsma
DOI: 10.1007/978-3-642-61517-7_6
关键词: Atom 、 Aromaticity 、 Liquid ammonia 、 Chemistry 、 Dimethyl disulfide 、 Medicinal chemistry 、 Nitrogen 、 Potassium carbonate 、 Nitrogen atom
摘要: This chapter deals with the metallation of 2-methylthiazoles, -thiazolines, -dihydrooxazines and a number methylpyridines. In all cases lateral is more easy than removal an sp 2-proton. this respect, behaviour 2-methylthiazoles methylpyridines completely different from that methylthiophenes -furans, which are metallated exclusively on 2-carbon atom. The presence aza-nitrogen atom in aromatic rings also responsible for increased acidity methyl protons compared to those methylbenzenes, particularly when CH3 group ‘ortho’- or ‘para’-position nitrogen. can be ascribed possibility charge-delocalization anions, electronegative nitrogen giving rise considerable stabilization.
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