55734-86-6Relevant academic research and scientific papers
Dipolar cycloaddition reactions of diazoindene and the thermal behavior of the cycloadducts
Padwa, Albert,Goldstein, Steven I.
, p. 2506 - 2514 (2007/10/02)
A study of the dipolar cycloaddition behavior of diazoindene toward electron-deficient acetylenic and olefinic dipolarophiles has been carried out.Reactions with alkynes afford transient 1,3-dipolar cycloadducts.Product formation can be attributed to a substituent-dependent partioning between spiro 3H-pyrazole adducts and ring opened diazoalkenes.The initially formed cycloadducts lose nitrogen to give a spirocyclopropene derivative or undergo the van Alpen - Huttel rearrangement.When olefinic dipolarophiles are used, nitrogen deficient 1:1 adducts are isolated.The formation of the product involves the further loss of nitrogen from the initially formed spiropyrazoline adduct.
