Pyrrolodiazines. 2. Structure and Chemistry of Pyrrolo [1, 2-a] pyrazine and 1, 3-Dipolar Cycloaddition of Its Azomethine Ylides

…, JL García-Navio, J Alvarez-Builla…

Index: Minguez, Jose M.; Castellote, Maria I.; Vaquero, Juan J.; Garcia-Navio, Jose L.; Alvarez-Builla, Julio; Castano, Obis; Andres, Jose L. Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4655 - 4665

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Citation Number: 27

Abstract

A new synthesis of the pyrrolo [1, 2-a] pyrazine system from pyrrole is described. In light of the ab initio calculations carried out on this heterocyclic system some of its basic chemistry was investigated and included electrophilic substitution, addition of organolithium reagents, metalation with lithium diisopropylamide and subsequent reaction with electrophiles, and formation of salts by quaternization of the nonbridgehead nitrogen. N-ylides obtained from ...