65038-17-7Relevant academic research and scientific papers
Photoredox-Catalyzed α-Aminoalkylcarboxylation of Allenes with CO2
Hahm, Hyungwoo,Baek, Doohyun,Kim, Dowon,Park, Seongwook,Ryoo, Jeong Yup,Hong, Sukwon
supporting information, p. 3879 - 3884 (2021/05/29)
The photoredox-catalyzed α-aminoalkylcarboxylation of aryl allenes with CO2 and N,N-dimethylanilines is reported for the first time (26 examples, up to 96% yield). In the case of electron-deficient allenes, good regioselectivity was observed (up to 94:6), exclusively generating kinetic products over thermodynamic products. This protocol is a novel synthetic method for highly functionalized β,γ-unsaturated γ-aminobutyric esters.
Trifluoromethylation of Allenes: An Expedient Access to α-Trifluoromethylated Enones at Room Temperature
Brochetta, Massimo,Borsari, Tania,Gandini, Andrea,Porey, Sandip,Deb, Arghya,Casali, Emanuele,Chakraborty, Arka,Zanoni, Giuseppe,Maiti, Debabrata
supporting information, p. 750 - 753 (2019/01/04)
A silver(I) catalyzed regioselective trifluoromethylation of allenes using Langlois's salt (NaOSOCF3) is demonstrated. This transformation enables direct expedient access to α-trifluoromethylated acroleins, which are valuable synthons for a number of pharmaceuticals and agrochemicals containing vinyl-CF3 moieties. Versatility of this trifluoromethylation method has been established with good yield and excellent regioselectivity. Preliminary experiments and computational studies were carried out to elucidate the mechanistic insight of this protocol.
Copper-Catalyzed Difunctionalization of Allenes with Sulfonyl Iodides Leading to (E)-α-Iodomethyl Vinylsulfones
Lu, Ning,Zhang, Zhiguo,Ma, Nana,Wu, Conghui,Zhang, Guisheng,Liu, Qingfeng,Liu, Tongxin
supporting information, p. 4318 - 4322 (2018/07/29)
A highly regioselective iodosulfonylation of allenes in the presence of CuI and 1,10-phenanthroline has been developed for the synthesis of various useful (E)-α-iodomethyl vinylsulfones in moderate to excellent yields. This practical reaction is fast, operationally simple, and in particular, proceeds under very mild conditions to afford the target products with high regio- and stereoselectivity. The selectivity was illustrated by a conceptual DFT analysis.
Ionic liquids accelerating cycloaddition between 1-aryl-2-halocyclopropenes and furan
Ding, May-Fan,Lin, Shaw-Tao,Chang, Woan-Ju
experimental part, p. 240 - 247 (2010/09/16)
Treatment of a series of 1-aryl-2,2-dihalocyclopropanes with t-BuOK at-10 °C gave the corresponding 1-aryl-2-halocyclopropenes, which react with furan in a RTIL to give a fair good yield of the [4+2]-cycloadducts with more than 90% of the exo-isomer. The imidazolium type ionic liquids are able to accelerate this cycloaddition process with high steric selectivity. Neither pyrrole nor thiophene undergoes the cycloaddition with cyclopropene to form the [4+2]-cycloadduct. 1-Aryl-3,3-difluoro-2-halocyclopropenes are inert towards furan even at a temperature higher than 100 °C.
Carbon-13 Nuclear Magnetic Resonance Spectroscopy of 1-Aryl-2,2-dibromocyclopropanes
Lin, Shaw-Tao,Lin, Mei-Ling
, p. 91 - 95 (2007/10/02)
The 13C NMR spectra of 12 1-aryl-2,2-dibromocyclopropanes have been measured and 1-phenyl-2,2-dibromocyclopropanes was studied under different conditions of concentration, solvent, and temperature.The results suggest that the field effect is mainly respon
