4.6 Article

α-Hydroxymethylation of Pyridines at a Frustrated Lewis Pair Template

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 4, Pages 1454-1457

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201405553

Keywords

boron; frustrated Lewis pairs; hydroxymethylation; phosphorus; pyridine

Funding

  1. European Research Council

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The eta(2)-formylborane moiety formed by CO reduction with HB(C6F5)(2) at a P/B frustrated Lewis pair template undergoes a hydroxymethylation reaction at the alpha-position to nitrogen in pyridine or isoquinoline. The analogous reaction with pyrimidine revealed a mechanism related to the Tschitschibabin reaction.

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