Fluoride Ion Promoted Reactions of α-Halo Silanes: Synthesis of Stilbenes, Epoxides, Cyclopropanes, Benzazepines, and Phthalidylisoquinolines

DOI: 10.1021/jo00012a024

Source and publish data:

Journal of Organic Chemistry p. 3908 - 3912 (1991)

Update date:2022-09-26

Topics:

Authors:

Kessar, Satinder V.

Singh, Paramjit

Kaur, Nachhattar Pal

Chawla, Usha

Shukla, Kalpana

et al. et al.

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Article abstract of DOI:10.1021/jo00012a024

Reaction of α-halo silanes 1 with CsF in DMF affords stilbenes 5.In the presence of added aldehydes, epoxides 6 are obtained, while with electron-deficient olefins the corresponding cyclopropanes 7 are formed.A similar reaction of 1a with iminium compounds 8 in HMPA leads to 2-phenyl-3-benzazepines 12, whereas 1b or 17 furnishes phthalidylisoquinolines 15.

Full text of DOI:10.1021/jo00012a024

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