A Traceless Directing Group for CH Borylation

Not a trace: Borylation of the nitrogen in nitrogen heterocycles or anilines provides a traceless directing group for subsequent catalytic C-H borylation. Selectivities that previously required Boc protection can be achieved; furthermore, the NBpin directing group can be installed and removed in-sit...

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Published inAngewandte Chemie International Edition Vol. 52; no. 49; p. 12915
Main Authors Preshlock, Sean M, Plattner, Donald L, Maligres, Peter E, Krska, Shane W, Maleczka, Robert E, Smith, Milton R
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 02.12.2013
EditionInternational ed. in English
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Summary:Not a trace: Borylation of the nitrogen in nitrogen heterocycles or anilines provides a traceless directing group for subsequent catalytic C-H borylation. Selectivities that previously required Boc protection can be achieved; furthermore, the NBpin directing group can be installed and removed in-situ, and product yields are substantially higher. Boc=tert-butoxycarbonyl, pin=pinacolato.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201306511