Synthesis of amides via TBN-induced oxidation cross-coupling of acetonitrile and N-sulfinylanilines
Year: 2025
Type: article
Abstract: A novel method for the synthesis of amides has been developed that features – tert-butyl nitrite-induced oxidative cross-coupling of acetonitrile with N-sulfinylanilines. Acetonitrile serves as the C2 building block in this process. The present protocol effectively inhibits the competition with the C≡N triple bond but enables the in situ formation of unsaturated C–O bond. The reaction demonstrates a broad substrate scope and can be conducted under mild conditions. Mechanistic studies, including radical trapping experiments and H218O-labeling, confirm a radical-mediated pathway involving acetonitrile-derived intermediates. Additionally, this method is amenable to gram-scale synthesis.
Source: Figshare
Authors: Wu, Quansen, Ma, Zizhong, Li, Rui, Shang, Ruiqiang, An, Zhenyu, Liu, Yafeng, Huang, Qing, Qi, Zhenjie
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W6902407299
FWCI:
Cites:
Cited by:
Related to: