α‑Methylation of 2‑Arylacetonitrile by a Trimethylamine-Borane/CO2 System

A highly selective monomethylation of 2-arylacetonitrile using CO2 is described. The utilization of trimethylamine-borane facilitates the six-electron reduction of CO2. This reaction is the first selective six-electron reductive functionalization of CO2 faciliated by C­(sp3)–H bonds. A variety of 2-...

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Veröffentlicht in:Journal of organic chemistry 2019-08, Vol.84 (15), p.9744-9749
Hauptverfasser: Zhang, Xiaowei, Wang, Sheng, Xi, Chanjuan
Format: Artikel
Sprache:eng
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Zusammenfassung:A highly selective monomethylation of 2-arylacetonitrile using CO2 is described. The utilization of trimethylamine-borane facilitates the six-electron reduction of CO2. This reaction is the first selective six-electron reductive functionalization of CO2 faciliated by C­(sp3)–H bonds. A variety of 2-arylpropionitrile was obtained in good yields. The reaction could also be applied at the gram scale.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b01587