1616784-38-3Relevant academic research and scientific papers
Rhodium-Catalyzed Cyanation of C(sp2)-H Bond of Alkenes
Chaitanya, Manthena,Anbarasan, Pazhamalai
, p. 3766 - 3769 (2015)
Efficient and selective rhodium-catalyzed cyanation of chelation-assisted C-H bonds of alkenes has been accomplished using environmentally benign N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) as a cyanating reagent. The developed methodology tolerates various functional groups and allows the synthesis of diverse substituted acrylonitriles in good to excellent yields. Furthermore, the potential of the methodology was demonstrated through the formal synthesis of chlorpheniramine-based antagonist.
β-Selective Reductive Coupling of Alkenylpyridines with Aldehydes and Imines via Synergistic Lewis Acid/Photoredox Catalysis
Lee, Katarzyna N.,Lei, Zhen,Ngai, Ming-Yu
, p. 5003 - 5006 (2017/05/04)
Umpolung (polarity reversal) strategies of aldehydes and imines have dramatically expanded the scope of carbonyl and iminyl chemistry by facilitating reactions with non-nucleophilic reagents. Herein, we report the first visible light photoredox-catalyzed β-selective reductive coupling of alkenylpyridines with carbonyl or iminyl derivatives with the aid of a Lewis acid co-catalyst. Our process tolerates complex molecular scaffolds (e.g., sugar, natural product, and peptide derivatives) and is applicable to the preparation of compounds containing a broad range of heterocyclic moieties. Mechanistic investigations indicate that the key step involves single-electron-transfer reduction of aldehydes or imines followed by the addition of resulting ketyl or α-aminoalkyl radicals to Lewis acid-activated alkenylpyridines.
Copper-catalysed oxidative Csp3-H methylenation to terminal olefins using DMF
Liu, Jianming,Yi, Hong,Zhang, Xin,Liu, Chao,Liu, Ren,Zhang, Guoting,Lei, Aiwen
supporting information, p. 7636 - 7638 (2014/07/08)
A copper-catalysed direct oxidative Csp3-H methylenation to terminal olefins using DMF as one carbon source was developed. In this reaction, various functional groups were well tolerated, thus providing a simple way to construct arylvinylketones and arylvinylpyridines. The preliminary mechanistic investigations revealed that CH2 was from DMF (N-CH3).
