Chem
Volume 6, Issue 8, 6 August 2020, Pages 2110-2124
ArticleSite-Selective C–H Benzylation of Alkanes with N-Triftosylhydrazones Leading to Alkyl Aromatics
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The Bigger Picture
The direct and selective conversion of simple alkanes into value-added specialty chemicals is a dream reaction because alkanes are low cost and readily obtained by reforming petroleum feedstocks. Metal carbenoid-induced alkylation of C(sp3)–H bond is one of the most versatile strategies toward this goal. Here, we report the first site-selective insertion reaction of donor carbene into C–H bonds of simple alkanes leading to alkyl aromatics, which are among the most important building blocks in the chemical industry. The reaction extends the carbene-induced C–H insertion to low-reactive donor-only carbene for the first time, which may provide a new way for the resource and high value utilization of feedstock alkanes.
Graphical Abstract
Keywords
alkane
N-triftosylhydrazone
C–H alkylation
silver carbenoid
alkyl aromatics
C(sp3)–C(sp3) bond formation
UN Sustainable Development Goals
SDG3: Good health and well-being
SDG9: Industry
innovation
infrastructure
SDG12: Responsible consumption and production
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