62676-21-5Relevant academic research and scientific papers
Multimetallic Ir-Sn3-catalyzed substitution reaction of π-activated alcohols with carbon and heteroatom nucleophiles
Maity, Arnab Kumar,Chatterjee, Paresh Nath,Roy, Sujit
, p. 942 - 956 (2013/07/25)
An atom economic and catalytic substitution reaction of π-activated alcohols by a multimetallic IreSn3 complex has been demonstrated. The multimetallic IreSn3 complex can be easily synthesized from the reaction between [Cp*IrCl2]2 and SnCl2. In presence of as little as 1 mol % of the catalyst three different types of π-activated alcohols, namely benzyl, allyl, and propargyl alcohols, have been successfully transformed into alkylated products using carbon (arenes, heteroarenes, allyltrimethylsilane, and 1,3-dicarbonyls), nitrogen (sulfonamides), oxygen (alcohols), and sulfur (thiols) nucleophiles in very high yields. An electrophilic mechanism is proposed from the Hammett correlation study.
Propargylic activation across a heterobimetallic ir-sn catalyst: Nucleophilic substitution and indene formation with propargylic alcohols
Chatterjee, Paresh Nath,Roy, Sujit
experimental part, p. 4413 - 4423 (2010/10/02)
(Figure presented) A nucleophilic substitution of propargylic alcohols with carbon (arene, heteroarene, and allyltrimethylsilane), sulfur (thiol), oxygen (alcohol), and nitrogen (sulfonamide) nucleophiles has been demonstrated using a high-valent [Ir(COD)
Copper(II) bromide catalyzed novel preparation of propargylic ethers and sulfides by SN1-type substitution between propargylic alcohols and alcohols or thiols
Hui, Hao-Hao,Zhao, Qin,Yang, Ming-Yu,She, De-Bing,Chen, Min,Huang, Guo-Sheng
, p. 191 - 196 (2008/12/20)
A general and efficient copper(II) bromide catalyzed substitution reaction of propargylic alcohols with carbon and heteroatom-centered nucleophiles, such as alcohols and thiols, leading to the construction of C-O and C-S bonds has been developed. High pro
Metal-free catalytic nucleophilic substitution of propargylic alcohols
Sanz, Roberto,Martinez, Alberto,Alvarez-Gutierrez, Julia M.,Rodriguez, Felix
, p. 1383 - 1386 (2007/10/03)
Organic acids such as PTS efficiently catalyze direct nucleophilic substitutions of the hydroxy groups of propargylic alcohols with a large variety of carbon- and heteroatom-centered nucleophiles. Reactions can be conducted under mild conditions and in air without the need for dried solvents. Reactions on multigram scales are also possible. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
A general and efficient FeCl3-catalyzed nucleophilic substitution of propargylic alcohols
Zhan, Zhuang-Ping,Yu, Jing-Liang,Liu, Hui-Juan,Cui, Yuan-Yuan,Yang, Rui-Feng,Yang, Wen-Zhen,Li, Jun-Ping
, p. 8298 - 8301 (2007/10/03)
A general and efficient FeCl3-catalyzed substitution reaction of propargylic alcohols with carbon- and heteroatom-centered nucleophiles such as allyl trimethylsilane, alcohols, aromatic compounds, thiols, and amides, leading to the construction of C-C, C-O, C-S and C-N bonds, has been developed.
BiCl3-catalyzed propargylic substitution reaction of propargylic alcohols with C-, O-, S- and N-centered nucleophiles
Zhan, Zhuang-Ping,Yang, Wen-Zhen,Yang, Rui-Feng,Yu, Jing-Liang,Li, Jun-Ping,Liu, Hui-Juan
, p. 3352 - 3354 (2008/09/19)
A general and efficient BiCl3-catalyzed substitution reaction of propargylic alcohols with carbon and heteroatom-centered nucleophiles such as allyl trimethylsilane, alcohols, aromatic compounds, thiols and amides, leading to the construction o
FeCl3-catalyzed coupling of propargylic acetates with alcohols
Zhan, Zhuang-Ping,Liu, Hui-Juan
, p. 2278 - 2280 (2007/10/03)
A new method for the synthesis of propargylic ethers by FeCl 3-catalyzed alcoholysis of propargylic acetates was developed. The reaction was carried out at room temperature in acetonitrile without exclusion of moisture or air. High product yiel
