Heterocycles p. 243 - 248 (2001)
Update date:2022-07-30
Topics:
Tsuge, Otohiko
Hatta, Taizo
Tashiro, Hideki
Maeda, Hironori
The N-unsubstituted nonstabilized azomethine ylides generated from the desilylation of N-[(trimethylsilyl)methyl]iminium triflates undergo successful cycloaddition to strongly polarized sulfonylimines and diethyl azodicarboxylate to produce the corresponding Δ2-imidazolines and Δ3-1,2,4-triazolines together with the initial cycloadducts. The initial cycloadducts are converted to the corresponding aminonitrile ylide cycloadducts. Thus the present process provides a new route to amino-substituted Δ2-imidazolines and Δ3-1,2,4-triazolines that are otherwise relatively inaccessible.
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