Higher order dipolar cycloaddition reactions of diazoazoles with electron-rich dipolarophiles

…, T Kumagai, AD Woolhouse

Index: Padwa, Albert; Kumagai, Tsutomu; Woolhouse, Anthony D. Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2330 - 2336

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Citation Number: 14

Abstract

A study of the cycloaddition behavior of a series of diazoazoles with electron-rich dipolarophilea has been carried out. 3-Diazo-4-methyl-5-phenylpyrazole readily reacta with ynamines, enamines, and vinyl ethers to give 1, 7-cycloadducts. The trisubstituted olefinic dipolarophiles, l-(diethylamino)-2-methyl-l-propene and l-ethoxy-2-methyl-l-propene, were also found to react regiospecifically with the above diazopyrazole to give the anticipated ...