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Strain-Release Arylations for the Bis-Functionalization of Azetidines

15 December 2021, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The addition of nucleophilic organometallic species onto in situ generated azabicyclobutanes enables the selective formation of 3-arylated azetidine intermediates through strain-release. Single pot strategies were further developed for the N-arylation of resulting azetidines, employing either SNAr reactions or Buchwald-Hartwig couplings.

Keywords

Azetidines
Aza-bicyclobutanes
Grignard reagents
Strain-release
Buchwald-Hartwig Coupling

Supplementary materials

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Version History

Dec 15, 2021 Version 1

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2021-71t5r
D O I: 10.26434/chemrxiv-2021-71t5r [opens in a new tab]

Funding

Deutsche Forschungsgemeinschaft
DI 2227/2-1
Deutsche Forschungsgemeinschaft
DI 2227/4-1
Punjab Educational Endowment Fund
Fonds der chemischen Industrie
Liebig Stiftung
Erasmus+

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) declare that they have sought and gained approval from the relevant ethics committee/IRB for this research and its publication.

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