Trimethylsilyl cyanide promoted cyanation of tertiary alkyl chlorides and other 
SN1 active compounds

Reetz, Manfred T.; Chatziiosifidis, Ioannis; Künzer, Hermann; Müller-Starke, Hans

doi:10.1016/S0040-4020(01)88594-X

Item

ITEM ACTIONSEXPORT

Add to Basket

Local TagsRelease HistoryDetailsSummary

Released

Journal Article

Trimethylsilyl cyanide promoted cyanation of tertiary alkyl chlorides and other SN1 active compounds

MPS-Authors

There are no MPG-Authors in the publication available

External Resource

No external resources are shared

Fulltext (restricted access)

There are currently no full texts shared for your IP range.

Fulltext (public)

There are no public fulltexts stored in PuRe

Supplementary Material (public)

There is no public supplementary material available

Citation

Reetz, M. T., Chatziiosifidis, I., Künzer, H., & Müller-Starke, H. (1983). Trimethylsilyl cyanide promoted cyanation of tertiary alkyl chlorides and other SN1 active compounds. Tetrahedron, 39(6), 961-965. doi:10.1016/S0040-4020(01)88594-X.

Cite as: https://hdl.handle.net/21.11116/0000-000E-8307-6

Abstract

Tertiary chlorides are readily cyanated in a one-pot procedure using trimethylsilyl cyanide in the presence of SnCl₄. The mechanism of this novel and synthetically useful reaction involves initial isonitrile formation followed by rearrangement to the tertiary nitrile. Other S_N1 active componds also undergo smooth cyanation.