Issue 48, 2013
From the journal:

RSC Advances

Tosyl cyanide as a C-sulfinylating agent: 3-sulfinylation of 4-hydroxycoumarins and related heterocycles†

Ramulu Akulaa  and  Hasim Ibrahim*a  

* Corresponding authors

a Centre for Synthesis and Chemical Biology, School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland
E-mail: hasim.ibrahim@ucd.ie
Fax: +353 1 7161178
Tel: +353 1 7162978

Abstract

Treatment of 4-hydroxycoumarins and related heterocycles with TsCN under mild basic reaction conditions produces the corresponding 3-sulfinylated products in high yields. Sulfinyl transfer is proposed to occur from sulfinyl cyanate 1, generated in situ by base-catalysed rearrangement of TsCN.

Graphical abstract: Tosyl cyanide as a C-sulfinylating agent: 3-sulfinylation of 4-hydroxycoumarins and related heterocycles

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Article information

DOI
https://doi.org/10.1039/C3RA45987J
Article type
Communication
Submitted
21 Oct 2013
Accepted
29 Oct 2013
First published
29 Oct 2013

RSC Adv., 2013,3, 25719-25722

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Tosyl cyanide as a C-sulfinylating agent: 3-sulfinylation of 4-hydroxycoumarins and related heterocycles

R. Akula and H. Ibrahim, RSC Adv., 2013, 3, 25719 DOI: 10.1039/C3RA45987J

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