Improved synthesis of pyridyl–biaryl ring systems via benzidine rearrangements

Improved synthesis of pyridyl–biaryl ring systems via benzidine rearrangements
Title:
Improved synthesis of pyridyl–biaryl ring systems via benzidine rearrangements
Other Titles:
Tetrahedron Letters
Keywords:
Publication Date:
22 May 2014
Citation:
Leung, G. Y. C.; William, A. D.; Johannes, C. W., Improved synthesis of pyridyl-biaryl ring systems via benzidine rearrangements. Tetrahedron Letters 2014, 55, (29), p 3950-3953.
Abstract:
The acid-catalyzed benzidine rearrangement of diazo compounds is known to involve several rearrangements with the major pathway being a [5,5] sigmatropic rearrangement to provide 4,4′-diaminobiaryls. A limitation of this rearrangement has been poor conversions with pyridyl systems. Herein, we address this long standing issue to furnish hetero-biaryls via a pyridinium salt in the presence of trimethylsilyl iodide.
License type:
http://creativecommons.org/licenses/by-nc-nd/4.0/
Funding Info:
Financial support for this work was provided by the Agency for Science, Technology and Research (A*STAR).
Description:
ISSN:
0040-4039
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