CUPROUS BROMIDE-PROMOTED CYCLIZATION OF KETENE N,S-ACETALS WITH PROP-2-YNYL BROMIDE - SYNTHESIS OF REGIOSPECIFICALLY SUBSTITUTED AND ANNELATED 3-ACYL(OR NITRO)-5-METHYL PYRROLES
Ak. Gupta et al., CUPROUS BROMIDE-PROMOTED CYCLIZATION OF KETENE N,S-ACETALS WITH PROP-2-YNYL BROMIDE - SYNTHESIS OF REGIOSPECIFICALLY SUBSTITUTED AND ANNELATED 3-ACYL(OR NITRO)-5-METHYL PYRROLES, Journal of the Chemical Society. Perkin transactions. I, (13), 1995, pp. 1725-1727
Acyclic 10a-h and cyclic 14a-b acyl and nitroketene 12a-b N,S-acetals
undergo facile cuprous bromide induced cyclization with prop-2-ynyl br
omide to afford 1-substituted-3-acyl(or nitro)-5-methyl-2-(methylsulfa
nyl)pyrroles 11a-h and 13a-b and the corresponding annealated analogue
s 15a-b in good yields.