Pyridine-promoted dediazoniation of aryldiazonium tetrafluoroborates : application to the synthesis of SF5-substituted phenylboronic esters and iodobenzenes
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Pyridine promotes dediazoniation of aryldiazonium tetrafluoroborates. The formed aryl radicals were trapped with B2pin2, iodine, or tetrahydrofuran to afford boronic esters, iodobenzenes and benzenes, respectively. The application to the synthesis of (pentafluorosulfanyl) phenylboronic esters, iodo(pentafluorosulfanyl)benzenes and (pentafluorosulfanyl)benzene is shown.
Iakobson , G , Du , J , Slawin , A M Z & Beier , P 2015 , ' Pyridine-promoted dediazoniation of aryldiazonium tetrafluoroborates : application to the synthesis of SF 5 -substituted phenylboronic esters and iodobenzenes ' Beilstein Journal of Organic Chemistry , vol 11 , pp. 1494-1502 . DOI: 10.3762/bjoc.11.162
Beilstein Journal of Organic Chemistry
© 2015 Iakobson et al; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Financial support from the Academy of Sciences of the Czech Republic (Research Plan RVO: 61388963) and the Grant Agency of the Czech Republic (P207/12/0072) is gratefully acknowledged.
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