Lithium perchlorate-catalyzed regioselective ring-opening of aziridines with potassium thiocyanate

Aziridines react smoothly with potassium thiocyanate in the presence of a catalytic amount of lithium perchlorate in acetonitrile under mild reaction conditions to afford the corresponding β-aminothiocyanates in high yields and with high regioselectivity. The combination of lithium perchlorate and a...

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Bibliographic Details
Published in:Tetrahedron letters 2005-09, Vol.46 (37), p.6385-6387
Main Authors: Yadav, J.S., Reddy, B.V. Subba, Jyothirmai, B., Murty, M.S.R.
Format: Article
Language:English
Subjects:
Aziridines
Lithium perchlorate
Potassium thiocyanate
β-Aminothiocyanates
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Summary:Aziridines react smoothly with potassium thiocyanate in the presence of a catalytic amount of lithium perchlorate in acetonitrile under mild reaction conditions to afford the corresponding β-aminothiocyanates in high yields and with high regioselectivity. The combination of lithium perchlorate and acetonitrile provides a convenient catalytic medium to perform the reactions under neutral conditions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.06.165