954412-37-4

Upstream product

• 13291-18-4 isopropenylmagnesium bromide 
• 166953-64-6 benzyl 4-bromo-1-piperidinecarboxylate 
• 10314-98-4 1-benzyloxycarbonylpiperidine-4-carboxylic acid 
• 557-93-7 2-bromoprop-1-ene 

Relevant academic research and scientific papers

Nickel-Catalyzed Decarboxylative Alkenylation of Anhydrides with Vinyl Triflates or Halides

Decarboxylative cross-coupling of aliphatic acid anhydrides with vinyl triflates or halides was accomplished via nickel catalysis. This methodology works well with a broad array of substrates and features abundant functional group tolerance. Notably, our approach addresses the issue of safe and environmental installation of methyl or ethyl group into molecular scaffolds. The method possesses high chemoselectivity toward alkyl groups when aliphatic/aromatic mixed anhydrides are involved. Furthermore, diverse ketones could be modified with our strategy.

Generation and Cross-Coupling of Organozinc Reagents in Flow

A versatile flow synthesis method for in situ formation of organozinc reagents and subsequent cross-coupling with aryl halides and activated carboxylic acids is reported. Formation of organozinc reagents is achieved by pumping organic halides, in the presence of ZnCl2 and LiCl, through an activated Mg-packed column under flow conditions. This method provides efficient in situ formation of aryl, primary, secondary, and tertiary alkyl organozinc reagents, which are subsequently telescoped downstream to a Negishi or decarboxylative Negishi cross-coupling reaction. The described method offers access to a variety of C-C bond formations with organozinc reagents that are otherwise commercially unavailable or difficult to prepare under traditional batch reaction conditions.

Iron-catalyzed negishi coupling toward an effective olefin synthesis

A selective Iron-catalyzed cross-coupling of alkyl halldes with alkenylzinc reagents Is described. Primary and secondary alkyl chlorides, bromides, and iodides take part In the reaction to give the corresponding olefins In good to excellent yields In a stereospecific manner. High functional group compatibility Is also demonstrated by using combinations of substrates possessing rather reactive substituents.

Iron-catalyzed cross-coupling of alkyl halides with alkenyl Grignard reagents

(Chemical Equation Presented) Cheap and safe: An iron-catalyzed cross-coupling reaction between alkyl halides and alkenyl Grignard reagents is described. This C-C bond coupling reaction is promoted by the cheap and nontoxic FeCl3 and displays good tolerance against various functional groups.