Journal of Organometallic Chemistry p. 109 - 118 (1982)
Update date:2022-08-04
Topics:
Medvedeva, A. S.
Demina, M. M.
Borisova, A. I.
Margorskaya, O. I.
Kalikhman, I. D.
et al.
Methyl 2-diazo-3-hydroxy-6,6-dimethyl-4-heptynoate was prepared by treating 4,4-dimethyl-2-pentyn-1-al with methyl diazoacetate at room temperature in the absence of catalysts.In the case of related aldehydes, RC<*>CCHO (R=n-Bu, Me3Si, Et3Si, Et3Ge), this unusual reaction is partially or completely suppressed by a competing 1,3-cycloaddition process.The latter leads to a mixture of isomeric 3- and 4-formylpyrazole, one of which cyclodimerizes to form tricyclic hemiaminal.
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