92370-60-0Relevant academic research and scientific papers
Alkynylation of aldehydes and ketones using the Bu4NOH/H 2O/DMSO catalytic composition: A wide-scope methodology
Schmidt, Elena Yu.,Cherimichkina, Natalia A.,Bidusenko, Ivan A.,Protzuk, Nadezhda I.,Trofimov, Boris A.
, p. 4663 - 4670 (2014/08/05)
The Favorsky reaction of a wide range of aldehydes and ketones with alkynes has been implemented under mild conditions (5-20 C). Using a Bu 4NOH/H2O/DMSO catalytic system, propargylic alcohols are formed cleanly in 39-93% (mostly 72-93%) yields and with ca. 100% selectivity. The method is suitable for aliphatic, aromatic, and heteroaromatic aldehydes and ketones, and for aliphatic, aromatic, and functionalized acetylenes. Thus, this represents the most general and efficient protocol to achieve the Favorsky reaction. Copyright
Domino gold-catalyzed rearrangement and fluorination of propargyl acetates
De Haro, Teresa,Nevado, Cristina
supporting information; experimental part, p. 248 - 249 (2011/02/23)
A combination of IPrAuNTf2 as catalyst in the presence of Selectfluor has been successfully used for the high yielding synthesis of α-fluoroenones via 1,3-acyloxy rearrangement of propargyl acetates followed by Csp2-F bond formation,
Mo-Au combo catalysis for rapid 1,3-rearrangement of propargyl alcohols into α,ss-unsaturated carbonyl compounds
Egi, Masahiro,Yamaguchi, Yoshiko,Fujiwara, Noboru,Akai, Shuji
supporting information; experimental part, p. 1867 - 1870 (2009/04/18)
The combination of Mo and cationic Au catalysts dramatically accelerated the rearrangement of diverse propargyl alcohols, which includes a short reaction time, mild conditions, and high product yields. A practical application to the highly challenging primary propargyl alcohols and the N-alkynyl amides is achieved.
A new entry in catalytic alkynylation of aldehydes and ketones: Dual activation of soft nucleophiles and hard electrophiles by an indium(III) catalyst
Takita, Ryo,Fukuta, Yuhei,Tsuji, Riichiro,Ohshima, Takashi,Shibasaki, Masakatsu
, p. 1363 - 1366 (2007/10/03)
(Chemical Equation Presented). A new entry in catalytic alkynylation of carbonyl compounds was developed in which dual activation of both soft nucleophiles (terminal alkynes) and hard electrophiles (aldehydes and ketones) is achieved using an indium(III)
