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Quinone-mediated hydrogen anode for non-aqueous reductive electrosynthesis

https://doi.org/10.1038/s41586-023-06534-2

Twilton, Jack ; Johnson, Mathew R. ; Sidana, Vinayak ; Franke, Mareena C. ; Bottecchia, Cecilia ; Lehnherr, Dan ; Lévesque, François ; Knapp, Spring M. ; Wang, Luning ; Gerken, James B. ; et al ( November 2023 , Nature)

Free, publicly-accessible full text available November 2, 2024
Electrochemically driven cross-electrophile coupling of alkyl halides

https://doi.org/10.1038/s41586-022-04540-4

Zhang, Wen ; Lu, Lingxiang ; Zhang, Wendy ; Wang, Yi ; Ware, Skyler D. ; Mondragon, Jose ; Rein, Jonas ; Strotman, Neil ; Lehnherr, Dan ; See, Kimberly A. ; et al ( February 2022 , Nature)

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Concise Synthesis of Furo[2,3-b]indolines via [3,3]-Sigmatropic Rearrangement of N-Alkenyloxyindoles

https://doi.org/10.1055/s-0040-1707250

Shevlin, Michael ; Strotman, Neil A. ; Anderson, Laura L. ( January 2021 , Synlett)
null (Ed.)
A concise new synthetic route to furo[2,3-b]indolines has been developed by taking advantage of the reactivity of N-alkenyloxyindole intermediates. These compounds spontaneously undergo [3,3]-sigmatropic rearrangement followed by cyclization to form hemiaminals as single diastereomers. Tin-promoted N-hydroxyindole formation followed by conjugate addition to activated alkynes provides simple and modular access to a diverse array of N-alkenyloxyindoles and their corresponding furo[2,3-b]indolines. Microscale high-throughput experimentation was used to facilitate investigation of the scope and tolerance of this transformation and related studies on the nucleophilic aromatic substitution and rearrangement of N-hydroxyindoles with halogenated arenes have also been evaluated.
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