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Issue 21, 2012
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A highly efficient one-pot reaction of 2-(gem-dibromovinyl)phenols(thiophenols) with K4Fe(CN)6 to 2-cyanobenzofurans(thiophenes)

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Abstract

2-Cyanobenzofurans and 2-cyanobenzothiophenes were prepared through an efficient one-pot Ullmann-reaction/cyanation reaction. In the presence of CuI/Na2CO3–Pd(OAc)2/PPh3 in DMF, the reaction of 2-(gem-dibromovinyl)phenols and 2-(gem-dibromovinyl)thiophenols with K4Fe(CN)6, as non-toxic and user-friendly cyanating reagent, proceeded smoothly to generate the corresponding 2-cyanobenzofurans and 2-cyanobenzothiophenes in good yields.

Graphical abstract: A highly efficient one-pot reaction of 2-(gem-dibromovinyl)phenols(thiophenols) with K4Fe(CN)6 to 2-cyanobenzofurans(thiophenes)

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Supplementary files

Article information


Submitted
20 Feb 2012
Accepted
03 Apr 2012
First published
04 Apr 2012

Org. Biomol. Chem., 2012,10, 4172-4178
Article type
Paper

A highly efficient one-pot reaction of 2-(gem-dibromovinyl)phenols(thiophenols) with K4Fe(CN)6 to 2-cyanobenzofurans(thiophenes)

W. Zhou, W. Chen and L. Wang, Org. Biomol. Chem., 2012, 10, 4172 DOI: 10.1039/C2OB25356A

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