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Base-promoted, deborylative secondary alkylation of N-heteroaromatic N-oxides with internal gem-bis[(pinacolato)boryl]alkanes: a facile derivatization of 2,2′-bipyridyl analogues

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Abstract

A base-promoted, secondary alkylation of N-heteroaromatic N-oxides using internal gem-bis[(pinacolato)boryl]alkanes as alkylation reagents is reported. The reaction exhibits a broad scope, providing deoxygenated secondary alkylated N-heteroaromatic compounds with high efficiency. The usefulness of the developed protocol is evidenced by the sequential direct alkylation of 2,2′-bipyridine-N-oxide.

Graphical abstract: Base-promoted, deborylative secondary alkylation of N-heteroaromatic N-oxides with internal gem-bis[(pinacolato)boryl]alkanes: a facile derivatization of 2,2′-bipyridyl analogues

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Publication details

The article was received on 13 May 2017, accepted on 13 Jun 2017 and first published on 13 Jun 2017


Article type: Communication
DOI: 10.1039/C7CC03731G
Citation: Chem. Commun., 2017, Advance Article
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    Base-promoted, deborylative secondary alkylation of N-heteroaromatic N-oxides with internal gem-bis[(pinacolato)boryl]alkanes: a facile derivatization of 2,2′-bipyridyl analogues

    C. Hwang, W. Jo and S. H. Cho, Chem. Commun., 2017, Advance Article , DOI: 10.1039/C7CC03731G

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