Abstract
We generalize data on the reactivity of furyl-, dihydrofuryl-, tetrahydrofuryl-, dihydropyranyl-, and tetrahydropyranylsilanes and -germanes in reactions with nucleophilic reagents. We show that upon reaction of heterosilanes and heterogermanes with O-, N-, C-, and H-nucleophiles, sequential substitution of the heterocycles occurs at the nucleophilic group. We consider the rearrangement of (2-tetrahydrofuryl)- and (2-tetrahydropyranyl) hydrosilanes with ring expansion, and also rearrangement of linear acyloxymethyl- and halomethylhydrosilanes to the corresponding acyloxy- and halosilanes.
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Dedicated to Professor A. R. Katritsky on the occasion of his 65th birthday.
Translated from Khimiya Geterosiklicheskikh Soedinenii, No. 7, pp. 869–878, July, 1993.
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Lukevits, E., Borisova, L. & Gevorgyan, V. Nucleophilic reactions of heterylsilanes and heterylgermanes (review). Chem Heterocycl Compd 29, 735–743 (1993). https://doi.org/10.1007/BF00528884
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DOI: https://doi.org/10.1007/BF00528884