Chemistry Letters

Behavior of carbonyl ylide generated from 3-chloro-3-(p-nitrophenyl) diazirine and acetone. 1, 3-Dipolar cycloaddition to benzaldehyde and epoxide formation

T Ibata, J Toyoda, MTH Liu

Index: Ibata, Toshikazu; Toyoda, Jiro; Liu, Michael T. H. Chemistry Letters, 1987 , p. 2135 - 2138

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Citation Number: 5

Abstract

A carbonyl ylide generated from 3-chloro-3-(p-nitrophenyl) diazirine and acetone either 1, 3- dipolar cycloadds to benzaldehydes to afford 2, 2-dimethyl-4-aryl-5-(p-nitrophenyl)-dioxole or intramolecularly cyclizes to give 2-chloro-2-methyl-3-(p-nitrophenyl)-3-propanone and 2- methyl-3-(p-nitrophenyl)-1-propene-3-one as final products.