124083-31-4Relevant academic research and scientific papers
Cascade Copper-Catalyzed 1,2,3-Trifunctionalization of Terminal Allenes
Zhao, Wanxiang,Montgomery, John
, p. 9763 - 9766 (2016)
A cascade cyanation/diborylation of terminal allenes proceeds efficiently with copper catalysis using bis(pinacolato)diboron (B2Pin2) and N-cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS) as reagents. Mechanistic studies suggest that the process proceeds through cyanoborylation of the substituted π-system of the allene followed by hydroboration of the remaining π-component. A wide array of product derivatives may be accessed through site-selective cross-couplings and N-bromosuccinimide-promoted heteroarylations as well as standard oxidative and reductive conversions of the initially obtained adducts.
Butenolide synthesis from functionalized cyclopropenones
Nguyen, Sean S.,Ferreira, Andrew J.,Long, Zane G.,Heiss, Tyler K.,Dorn, Robert S.,Row, R. David,Prescher, Jennifer A.
, p. 8695 - 8699 (2019/10/28)
A general method to synthesize substituted butenolides from hydroxymethylcyclopropenones is reported. Functionalized cyclopropenones undergo ring-opening reactions with catalytic amounts of phosphine, forming reactive ketene ylides. These intermediates can be trapped by pendant hydroxy groups to afford target butenolide scaffolds. The reaction proceeds efficiently in diverse solvents and with low catalyst loadings. Importantly, the cyclization is tolerant of a broad range of functional groups, yielding a variety of α- and γ-substituted butenolides.
Nitrodienic-like Reactivity of 2-Nitrofuran with Organometallic Reagents: One-step Synthesis of Alkylfuranones
Pecunioso, Angelo,Galoppini, Elena,Menicagli, Rita
, p. 7497 - 7508 (2007/10/02)
2-Nitrofuran reacts with Grignard, alkyllithium, dialkylcadmium and heterocuprate reagents affording mixtures of 5-alkyl- and 3-alkyl-2-furanones.
ALKYLFURANONES FROM 2-NITROFURAN: A PROMISING SYNTHETIC APPROACH
Menicagli, Rita,Pecunioso, Angelo,Galoppini, Elena
, p. 141 - 142 (2007/10/02)
Mixtures of 5- and 3-alkyl-2-furanones are obtained from 2-nitrofuran and Grignard reagents.
