Reaction of Polarized Ketene S,N-Acetals with Bromoacetaldehyde Diethyl Acetal: Synthesis of 1-Substituted 3-Acyl- and 3-Nitro-2-methylthiopyrroles and 1,2-Annulated 3-Acylpyrroles

Akhilesh K. Gupta; R. T. Chakrasali; H. Ila; H. Junjappa

doi:10.1055/s-1989-27179

Synthesis 1989; 1989(2): 141-142
DOI: 10.1055/s-1989-27179

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Reaction of Polarized Ketene S,N-Acetals with Bromoacetaldehyde Diethyl Acetal: Synthesis of 1-Substituted 3-Acyl- and 3-Nitro-2-methylthiopyrroles and 1,2-Annulated 3-Acylpyrroles

Akhilesh K. Gupta^* , R. T. Chakrasali, H. Ila, H. Junjappa

^*Department of Chemistry, North-Eastern Hill University, Shillong 793003, Meghalaya, India

Abstract

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A regiospecific route for 1-substituted 3-acyl- and 3-nitro-2-methylthiopyrroles 3a-l and the corresponding 1,2-annulated 3-acylpyrroles 5a-c has been developed by reaction of acyl- and nitroketene S,N-acetals 1a-l and 4a-c with bromoacetaldehyde diethyl acetal in dimethylformamide.

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