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

Gupta, Akhilesh K. ; Reddy, Kethiri R. ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (1995) 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 1 (13). pp. 1725-1727. ISSN 0300-922X

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Official URL: http://pubs.rsc.org/en/content/articlelanding/1995...

Related URL: http://dx.doi.org/10.1039/P19950001725

Abstract

Acyclic 10a-h and cyclic 14a-b acyl and nitroketene 12a-bN,S-acetals undergo facile cuprous bromide induced cyclization with prop-2-ynyl bromide to afford 1-substituted-3-acyl(or nitro)-5-methyl-2-(methylsulfanyl)pyrroles 11a-h and 13a-b and the corresponding annelated analogues 15a-b in good yields.

Item Type:Article
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