Homolytic acylation of protonated pyridines and pyrazines with. alpha.-keto acids: the problem of monoacylation

…, MC Nogueira Barbosa, E Vismara

Index: Fontana, Francesca; Minisci, Francesco; Barbosa, Maria Claudia Nogueira; Vismara, Elena Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2866 - 2869

Full Text: HTML

Citation Number: 116

Abstract

The silver-catalyzed decarboxylation of a-keto acids by persulfate leads to acyl radicals, which can effect the selective homolytic acylation of pyridine and pyrazine derivatives. Compared with the previously developed source of acyl radicals by hydrogen abstraction from aldehydes, this procedure is more effective in monoacylation when multiple positions of high nucleophilic reactivity are available in the heterocyclic ring. Although the introduction ...

Related Articles:

Polar effects in free??radical reactions. A novel homolytic acylation of heteroaromatic bases by aerobic oxidation of aldehydes, catalysed by N??hydroxyphthalimide and …

[Minisci, Francesco; Recupero, Francesco; Cecchetto, Andrea; Punta, Carlo; Gambarotti, Cristian; Fontana, Francesca; Pedulli, Gian Franco Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 2 p. 325 - 328]

A new synthesis of aryl hetaryl ketones via SRN1 reactions of halogenated heterocycles with potassiophenylacetonitrile followed by phase??transfer catalyzed …

[Hermann, Christine K. F.; Sachdeva, Yesh P.; Wolfe, James F. Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 1061 - 1065]

A new, convenient synthesis of monoaroylpyrazines via homolytic substitution

[Heinisch, G.; Loetsch, G. Synthesis, 1988 , # 2 p. 119 - 121]

A new, convenient synthesis of monoaroylpyrazines via homolytic substitution

[Heinisch, G.; Loetsch, G. Synthesis, 1988 , # 2 p. 119 - 121]

More Articles...