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Imidate as the Intact Directing Group for the Cobalt-Catalyzed C–H Allylation

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journal contribution
posted on 06.09.2019, 13:06 by Ryo Tanaka, Iku Tanimoto, Masahiro Kojima, Tatsuhiko Yoshino, Shigeki Matsunaga
Cobalt-catalyzed C–H allylation reactions of NH-free benzimidates using vinylcyclopropanes or allyl carbonate are reported. The reactive and relatively unstable imidate groups remain intact during the C–H allylations to afford functionalized imidates without dealcoholizations. The thus obtained allylated imidate was subsequently converted into other heterocyclic structures through a following C–H functionalization reaction, demonstrating the synthetic utility of this method.