Arylboration of Enecarbamates for the Synthesis of Borylated Saturated N‐Heterocycles
Abstract: Two catalytic systems have been developed for the arylboration of endocyclic enecarbamates to deliver synthetically versatile borylated saturated N‐heterocycles in good regio‐ and diastereoselectivities. A Cu/Pd dual catalytic reaction enables the synthesis of borylated, α‐arylated azetidines, while a Ni‐catalysed arylboration reaction efficiently functionalizes 5‐, 6‐, and 7‐membered enecarbamates. In the case of the Cu/Pd‐system, a remarkable additive effect was identified that allowed for broader scope. The products are synthetically useful, as demonstrated by manipulations of the boronic ester to access biologically active compounds.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Arylboration of Enecarbamates for the Synthesis of Borylated Saturated N‐Heterocycles ; day:17 ; month:10 ; year:2022 ; extent:1
Angewandte Chemie ; (17.10.2022) (gesamt 1)
- Creator
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Trammel, Grace L.
Kannangara, Prashansa B.
Vasko, Dmytro
Datsenko, Oleksandr
Mykhailiuk, Pavel
Brown, M. Kevin
- DOI
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10.1002/ange.202212117
- URN
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urn:nbn:de:101:1-2022101815040344827641
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:23 AM CEST
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Associated
- Trammel, Grace L.
- Kannangara, Prashansa B.
- Vasko, Dmytro
- Datsenko, Oleksandr
- Mykhailiuk, Pavel
- Brown, M. Kevin
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Synthesis of divergent N-heterocycles enabled by nitrene or gold carbene intermediates
Novel electrochemical strategies for the synthesis of valuable five-membered N-heterocycles
Synthesis of arylamines and N-heterocycles by direct catalytic nitrogenation using N2
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