70244-87-0Relevant academic research and scientific papers
Ruthenium-Catalyzed Cycloaddition between Propargylic Alcohols and Cyclic 1,3-Dicarbonyl Compounds via an Allenylidene Intermediate
Nishibayashi, Yoshiaki,Yoshikawa, Masato,Inada, Youichi,Hidai, Masanobu,Uemura, Sakae
, p. 3408 - 3412 (2004)
Thiolate-bridged diruthenium complexes such as [Cp*RuCl(μ 2-SR)2RuCp*Cl] (Cp* = η5-C 5Me5; R = Me, nPr, iPr) and [Cp*RuCl(μ2-SiPr)2RuCp*(OH 2)]OTf(OTf = OSO2CF3) promote the cycloaddition between propargylic alcohols and cyclic 1,3-dicarbonyl compounds to give either the corresponding 4,6,7,8-tetrahydrochromen-5-ones or 4H-cyclopenta[b]pyran-5-ones in high yields with complete regioselectivity. This catalytic cycloaddition provides a simple and one-pot synthetic protocol for a variety of substituted chromenones and cyclopenta[b]pyranones.
HBF4-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
Barreiro, Elena,Sanz-Vidal, Alvaro,Tan, Eric,Lau, Shing-Hing,Sheppard, Tom D.,Dez-Gonzlez, Silvia
, p. 7544 - 7549 (2016/01/26)
The activity of HBF4 (aqueous solution) as a catalyst in propargylation reactions is presented. Diverse types of nucleophiles were employed in order to form new C-O, C-N and C-C bonds in technical acetone and in air. Good to excellent yields and good chemoselectivities were obtained using low acid loading (typically 1 mol-%) under simple reaction conditions. The activity of HBF4 (aq. solution) as a catalyst in propargylation reactions is presented. C-O, C-N and C-C bonds were formed in technical acetone and in air. Good to excellent yields were obtained using low acid loading (typically 1 mol-%) under mild reaction conditions.
Rhenium-catalyzed coupling of 2-propynyl alcohols and several nucleophiles via dehydration
Kuninobu, Yoichiro,Ueda, Hirokazu,Takai, Kazuhiko
, p. 878 - 879 (2008/12/22)
Treatment of 2-propynyl alcohols with several nucleophiles in the presence of a catalytic amount of a rhenium complex, [ReBr(CO)3(thf)] 2, gave coupling products via dehydration. In these reactions, C-C, C-O, and C-S bonds can be con
Bronsted acid catalyzed propargylation of 1,3-dicarbonyl derivatives. Synthesis of tetrasubstituted furans
Sanz, Roberto,Miguel, Delia,Martinez, Alberto,Alvarez-Gutierrez, Julia M.,Rodriguez, Felix
, p. 727 - 730 (2007/10/03)
Simple Bronsted acids such as p-toluenesulfonic acid monohydrate (PTS) efficiently catalyze a direct substitution of the hydroxyl group in propargylic alcohols with 1,3-dicarbonyl compounds. Selective propargylation or allenylation is obtained depending o
