The Journal of Organic Chemistry

The 2+ 2 cycloaddition of 4-substituted-1, 2, 4-triazoline-3, 5-diones to diphenylketene

JH Hall, G Krishnan

Index: Hall, J. Herbert; Krishnan, Ganapathy Journal of Organic Chemistry, 1984 , vol. 49, # 13 p. 2498 - 2500

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Citation Number: 30

Abstract

of the (-)-1-CO2Me salt (2 g) and tert-butyl carbamate (1.21 g) in CHzClz (10 mL) at 0'C was added dropwise diisopropylethylamine (0.86 mL). The resultant clear yellow solution was stirred for 5 min and then diluted with hexane (20 mL). Filtration then solvent removal left an oily solid which was heated in vacuo (50-60" C, 0.1 torr) to remove excess tert-butyl carbamate. Chromatography over silica gel (15% EtOAc in hexane) gave the complex as ...