92426-91-0Relevant 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
, 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.
Regioselective Diboron-Mediated Semireduction of Terminal Allenes
Gates, Ashley M.,Santos, Webster L.
, p. 4619 - 4624 (2019/12/11)
A method for the regioselective reduction of the terminal double bond of 1,1-disubstituted allenes has been developed. In the presence of a palladium catalyst, tetrahydroxydiboron and stoichiometric water, allene semireduction proceeds in high yield to afford Z-alkenes selectively.
Lewis acid promoted reactions of ethenetricarboxylates with allenes: Synthesis of indenes and γ-lactones via conjugate addition/cyclization reaction
Yamazaki, Shoko,Yamamoto, Yuko,Fukushima, Yugo,Takebayashi, Masachika,Ukai, Tetsuma,Mikata, Yuji
supporting information; experimental part, p. 5216 - 5222 (2010/09/05)
(Figure presented) Indenes are important core structures in organic chemistry. Few simple arylallenes have been used to construct indene skeletons by Friedel-Crafts reaction. Lewis acid catalyzed reaction of ethenetricarboxylates 1 and arylallenes has been examined in this study. The reaction of arylallenes and ethenetricarboxylate triesters with SnCl4 gave indene derivatives efficiently, via a conjugate addition/Friedel-Crafts cyclization reaction. On the other hand, the reactions of 1,1-diethyl 2-hydrogen ethenetricarboxylate and arylallenes or alkylallenes with SnCl4 at -78 °C or room temperature and subsequent treatment with Et3N gave γ-lactones. The reactions of triethyl ethenetricarboxylate and 1,1-dialkylallenes with SnCl4 at room temperature also gave γ-lactones.
Cyclopropanation of vinylidenecyclopropanes. Synthesis of 1-(dihalomethylene)spiropentanes
Maeda, Hajime,Hirai, Takayoshi,Sugimoto, Akira,Mizuno, Kazuhiko
, p. 7700 - 7706 (2007/10/03)
Synthesis of 1-(dihalomethylene)spiropentanes via cyclopropylidenecyclopropanes generated by cyclopropanation of vinylidenecyclopropanes by dihalocarbenes is described. Reaction of diarylvinylidenecyclopropanes with dibromocarbene and dichlorocarbene excl
