1, 3-Dipolar cycloadditions to difluoroallene. The regiochemistry of diazoalkane additions

…, CR Burkholder, WR Winchester

Index: Dolbier, William R.; Burkholder, Conrad R.; Winchester, William R. Journal of Organic Chemistry, 1984 , vol. 49, # 9 p. 1518 - 1522

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Citation Number: 33

Abstract

Results Diazomethane indeed was found to undergo totally regiospecific cycloaddition to both DFA5 and fluoroallene5p6 to form pyrazolines 1 and 2. 19F NMR analysis of the product mixtures indicated only one product to have formed in each case. Adducts 1 and 2 were extremely labile compounds but could be purified by careful distillation at reduced pressure, and they were characterized spectroscopically.