Synlett 2021; 32(16): 1652-1656
DOI: 10.1055/s-0040-1720446
cluster
Modern Nickel-Catalyzed Reactions

Role of Benzylic Deprotonation in Nickel-Catalyzed Benzylic Dehydrogenation

,
Rachel L. Cantrell
,
Timothy R. Newhouse

We are grateful for financial support from Yale University, Amgen, Genentech, Boehringer-Ingelheim Pharmaceuticals, the Sloan Foundation, the National Science Foundation (NSF), an Anderson Postdoctoral Fellowship (P.Z.) and an National Institutes of Health (NIH) training grant (R.L.C.).


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Abstract

Alkylarenes are readily functionalized via the corresponding benzylic anions. Benzylic anions have been used for a range of catalytic reactions, including Ni-catalyzed dehydrogenation. Interestingly, the employment of Zn(TMP)2 for slow and incomplete deprotonation of the benzylic position was observed. This manuscript describes a preliminary investigation into the deprotonation of heteroarenes and its relationship to Ni-catalyzed benzylic dehydrogenation.

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Publikationsverlauf

Eingereicht: 13. Mai 2021

Angenommen: 09. Juni 2021

Artikel online veröffentlicht:
15. Juli 2021

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