88596-60-5Relevant academic research and scientific papers
Neighboring Carbonyl Group Assisted Hydration of Unsymmetrical Aryl Alkynes Overriding Regular Selectivity
Mendhekar, Kishor L.,Pradhan, Tapas R.,Mallampudi, N. Arjunreddy,Mohapatra, Debendra K.
, p. 5787 - 5797 (2019)
A mild and highly regioselective gold-catalyzed hydration of γ-acetoxy aryl alkynes leading to anti-Markovnikov products by the assistance of a neighboring carbonyl group is presented. The reaction procedure operates under room temperature conditions with
Organoborane-catalyzed selective 1,2-reduction of alkynones with hydride transfer: Synthesis of benzyl alkynes
Li, Huilin,Man, Qinghong,Ren, Yangqing,She, Xuegong,Wang, Lei,Yang, Mingyu,Yang, Zhigang,Zhai, Lele
supporting information, (2022/01/28)
Benzyl alkynes are important organic building blocks in organic synthesis. We report herein a B(C6F5)3-catalyzed site-selective 1,2-reduction of readily available alkynones to access benzyl alkyne derivatives. Under the de
Direct synthesis of 4-fluoroisoxazoles through gold-catalyzed cascade cyclization-fluorination of 2-alkynone O-methyl oximes
Jeong, Yunkyung,Kim, Bom-I,Lee, Jae Kyun,Ryu, Jae-Sang
, p. 6444 - 6455 (2014/08/05)
A tandem protocol for the synthesis of fluorinated isoxazoles has been developed via catalytic intramolecular cyclizations of 2-alkynone O-methyl oximes and ensuing fluorination. The reactions proceed smoothly at room temperature in the presence of 5 mol
Synthesis of phosphonylated and thiolated indenones by manganese(III)- mediated addition of phosphorus- and sulfur-centered radicals to 1,3-diarylpropynones
Zhou, Jun,Zhang, Guang-Liang,Zou, Jian-Ping,Zhang, Wei
supporting information; experimental part, p. 3412 - 3415 (2011/09/12)
Phosphorus- or sulfur-centered radicals generated from the reaction of manganese(III) acetate with dialkyl phosphonates or arylthiols undergo selective additions to conjugated alkynes followed by cyclization and rearomatization to afford 2-phosphonyl- or
Me3Ga-mediated alkynylation of aldehydes
Jia, Xuefeng,Yang, Hongwei,Fang, Ling,Zhu, Chengjian
, p. 1370 - 1372 (2008/09/18)
The trimethylgallium reagent was found to promote the addition of phenylacetylene to various aromatic and aliphatic aldehydes. This reaction was efficiently carried out in anhydrous CH2Cl2 at room temperature under mild conditions an
Enantioselective alkynylation of aromatic and heteroaromatic aldehydes catalyzed by resin-supported oxazolidine-titanium complexes
Mao, Jincheng,Bao, Zhijian,Guo, Jun,Ji, Shunjun
experimental part, p. 9901 - 9905 (2009/04/03)
Highly enantioselective asymmetric addition of terminal alkynes to various aromatic and heteroaromatic aldehydes catalyzed by the readily available, low-cost, and reusable resin-supported oxazolidine 4 together with Ti(OiPr)4 provides the chiral propargylic alcohols with good to excellent yields (up to 98%) and enantioselectivities (up to 95%). The immobilized catalyst can be recovered and used for five cycles.
Enantioselective addition of phenylacetylene to aldehydes catalyzed by 1,3-aminophenol ligand
Yang, Xiao-Feng,Hirose, Takuji,Zhang, Guang-You
, p. 2668 - 2673 (2008/04/05)
The 1,3-aminophenol ligand (R)-1 was found to be a good catalyst for the zinc phenylacetylene addition to aldehydes. The high activity and enantioselectivity could be improved upon by basic additives. The enantioselectivity follows a linear free energy re
On the Chemistry of Acetylenic Titanium Compounds
Krause, Norbert,Seebach, Dieter
, p. 1845 - 1852 (2007/10/02)
Solutions of acetylenic titanium compounds of the type R-CC-Ti(OiPr)3 (5) were prepared in the usual way, and their reactions with various electrophiles were studied.The addition to aldehydes takes place at low temperature; however, for ketones, long reaction times at 0 deg C are necessary.Therefore a complete differentiation between these two functional groups can be achieved.In contrast to alkyl titanium compounds, the alkinyl derivatives are more basic than the corresponding lithium compounds.The use of reagents 5 instead of lithium acetylides does not result in a striking improvement of the diastereoselectivity of addition to chiral aldehydes.The phenyl-substituted reagent (5, R = C6H5) reacts with styrene oxide 25 at the higher substituted carbon atom selectively with 59percent retention.
