121598-68-3Relevant academic research and scientific papers
Highly efficient synthesis of propargyl- and allenyltitanium reagents from propargyl halides or propargyl alcohol derivatives. Practical synthesis of allenyl and homopropargyl alcohols
Nakagawa, Takashi,Kasatkin, Aleksandr,Sato, Fumie
, p. 3207 - 3210 (1995)
Reaction of Ti(O-i-Pr)4/2 i-PrMgBr, synthetic equivalent of practical Ti(II) reagent, with propargyl halides or propargyl alcohol derivatives affords allenyl titanium compounds in excellent yields, thus providing an efficient and practical meth
Intramolecular Diels-Alder reactions of 1,2,4-triazines. Synthesis of 3-alkylpyridines via Raney nickel desulfurization of thieno[2,3-b]pyridines
Papadopoulou, Maria V.,Taylor, Edward C.
, (2021/06/07)
2-Aryl-2,3-dihydrothieno[2,3-b]pyridines have been prepared via intramolecular Diels-Alder reactions of suitably 3-substituted 1,2,4-triazine intermediates, followed by their reductive desulfurization with Raney Nickel to form 3-substituted pyridines. A o
Efficient method for propargylation of aldehydes promoted by allenylboron compounds under microwave irradiation
Andrade, Silvia R. C. P.,Freitas, Jucleiton J. R.,Freitas, Juliano C. R.,Freitas, Queila P. S. B.,Menezes, Paulo H.,Oliveira, Roberta A.
supporting information, p. 168 - 174 (2020/03/27)
The propargylation of aldehydes promoted by microwave irradiation using allenylboron compounds in a chemo- and regioselective way is described. The corresponding products were obtained in short reaction time, high yield and purity without the need of any solvent when allenylboronic acid pinacol ester was used, or using a minimal amount of acetone when potassium allenyltrifluoroborate was used.
Regioselective propargylation of aldehydes using potassium allenyltrifluoroborate promoted by tonsil
Freitas, Jucleiton J.R.,Couto, Tulio R.,Cavalcanti, Italo H.,Freitas, Juliano C.R.,Barbosa, Queila P.S.,Oliveira, Roberta A.
supporting information, p. 760 - 765 (2016/02/05)
The propargylation of aldehydes using potassium allenyltrifluoroborate promoted by tonsil, an inexpensive and readily available clay, in a chemo- and regioselective way is described. The method is simple and avoids the use of air and moisture sensitive organometallics and products were obtained in good to moderate yields.
Propargylation of aldehydes using potassium allenyltrifluoroborate
Couto, Tlio R.,Freitas, Jucleiton J. R.,Freitas, Juliano C. R.,Cavalcanti, Italo H.,Menezes, Paulo H.,Oliveira, Roberta A.
, p. 71 - 78 (2015/02/02)
The commercially available resin Amberlyst A-31 was efficiently used to promote the propargylation of aldehydes using potassium allenyltrifluoroborate. The method is simple and fast, and the products were obtained in short reaction times in high yields and purity at room temperature in a regio- and chemoselective manner.
Gold-catalyzed oxidative rearrangement of homopropargylic ether via oxonium ylide
Xu, Mei,Ren, Tian-Tian,Li, Chuan-Ying
supporting information, p. 4902 - 4905,4 (2020/09/16)
Synthetically useful α,β-unsaturated carbonyl compounds were obtained from gold-catalyzed oxidative rearrangement of homopropargylic ether under mild reaction conditions. Gold carbenoid and oxonium ylide are proposed as key intermediates.
Zinc catalyzed and mediated propargylations with propargyl boronates
Fandrick, Daniel R.,Fandrick, Keith R.,Reeves, Jonathan T.,Tan, Zhulin,Johnson, Courtney S.,Lee, Heewon,Song, Jinhua J.,Yee, Nathan K.,Senanayake, Chris H.
supporting information; experimental part, p. 88 - 91 (2010/03/03)
Chemical Equation Presented The utility of allenyl and propargyl boronates for the propargylation of aldehydes and ketones mediated by zinc is presented. The reaction is catalytic in zinc with allenyl or propargyl borolanes. The propargylation with crystalline and air-stable propargyl diethanolamine boronates was also achieved. A catalytic cycle is proposed, and preliminary mechanistic studies are discussed.
Preparation of organoaluminum reagents from propargylic bromides and aluminum activated by PbCl2and their regio- And diastereoselective addition to carbonyl derivatives
Guo, Li-Na,Gao, Hongjun,Mayer, Peter,Knochel, Paul
supporting information; experimental part, p. 9829 - 9834 (2010/11/02)
Various propargylic and allenic aluminum reagents have been easily prepared by a direct insertion of aluminum into propargylic bromides in the presence of PbCl2 (1 mol%). These organoaluminum reagents react with carbonyl compounds to afford the
Carbonyl propargylation or allenylation by 3-haloprop-1-yne with tin(n) halides and tetrabutylammonium halides
Masuyama, Yoshiro,Ito, Akihiro,Fukuzawa, Mamiko,Terada, Kohji,Kurusu, Yasuhiko
, p. 2025 - 2026 (2007/10/03)
3-Bromoprop-1-yne causes carbonyl propargylation with tin(n) chloride and tetrabutylammonium bromide in water to produce 1-substituted but-3-yn-1-ols, while 3-chloroprop-1-yne causes carbonyl allenylation with tin(II) iodide and tetrabutylammonium iodide in 1,3-dimethylimidazolidin-2-one to produce 1-substituted buta-2,3-dien-1-ols.
