1722-69-6Relevant academic research and scientific papers
A stereoselective synthetic route to (Z)-α-organostannyl-α,β-unsaturated carbonyl compounds
Zhong, Ping,Xiong, Zhi-Xing,Huang, Xian
, p. 3245 - 3253 (2000)
Hydrozirconation of acetylenic stannanes 1 affords gemstannazirconocene alkenes 2. Intermediates 2 are treated with acyl halides to obtain (Z)-α-organostannyl-α,β-unsaturated carbonyl compounds 3 via Zr-Cu transmetallation.
Selective Cross-Dehydrogenative C(sp3)-H Arylation with Arenes
Hao, Hong-Yan,Mao, Yang-Jie,Xu, Zhen-Yuan,Lou, Shao-Jie,Xu, Dan-Qian
supporting information, p. 2396 - 2402 (2020/03/13)
Selective C(sp3)-C(sp2) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp3)-H and C(sp2)-H bonds represents an attractive alternative toward new C(sp3)-C(sp2) bonds. Herein, we establish a selective inter-and intramolecular C(sp3)-H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of β-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo-and regioselectivity.
Stereospecific Decarboxylative Nazarov Cyclization Mediated by Carbon Dioxide for the Preparation of Highly Substituted 2-Cyclopentenones
Komatsuki, Keiichi,Sadamitsu, Yuta,Sekine, Kohei,Saito, Kodai,Yamada, Tohru
, p. 11594 - 11598 (2017/09/11)
Highly substituted 2-cyclopentenones were stereospecifically and regioselectively constructed with high catalytic efficiency through Lewis-acid catalyzed decarboxylative Nazarov cyclization of the cyclic carbonate derivative, which is prepared by reacting the propargyl alcohol with carbon dioxide in the presence of a silver catalyst. The stereochemistry of the 2-cyclopentenone is strictly controlled by the geometry of the alkene in the starting material. This method is applicable for various substrates.
Enantioselective synthesis of β-substituted chiral allylic amines: Via Rh-catalyzed asymmetric hydrogenation
Wang, Qingli,Gao, Wenchao,Lv, Hui,Zhang, Xumu
, p. 11850 - 11853 (2016/10/07)
An asymmetric mono-hydrogenation of 2-acetamido-1,3-dienes catalyzed by a Rh-DuanPhos complex has been developed. This approach provides easy access to chiral allylic amines with excellent enantioselectivities and high regioselectivities. The products are valuable chiral building blocks for pharmaceuticals.
Preparation of 1-methyl-3-phenylisoquinoline derivatives from oximes using polyphosphoric esters
Niemczak, Micha?,Czerniak, Kamil,Kopczyński, Tomasz
, p. 1868 - 1873 (2015/03/18)
We show a beneficial new approach to the preparation of 1-methyl-3-phenylisoquinoline derivatives. This method involves heating polyphosphate ester and the appropriate oximes obtained from 3,4-diphenylbut-3-en-2-one derivatives. The isoquinolines were syn
Acid-catalyzed synthesis of α,β-disubstituted conjugated enones by a Meyer-Schuster-type rearrangement in allenols
Alcaide, Benito,Almendros, Pedro,Cembellín, Sara,Martínez Del Campo, Teresa
, p. 1070 - 1078 (2015/03/30)
A novel, direct and simple methodology to gain access to α,β-disubstituted conjugated enones from α-allenols in a sustainable metal catalysis context, considering the inexpensiveness and environmentally friendliness of iron(III) species and protons, has b
Copper-catalyzed regio- and stereoselective intermolecular three-component oxyarylation of allenes
Itoh, Taisuke,Shimizu, Yohei,Kanai, Motomu
supporting information, p. 2736 - 2739 (2014/06/09)
A copper(II)-catalyzed intermolecular three-component oxyarylation of allenes using arylboronic acids as a carbon source and TEMPO as an oxygen source is described. The reaction proceeded under mild conditions with high regio- and stereoselectivity and functional group tolerance. A plausible reaction mechanism is proposed, involving carbocupration of allenes, homolysis of the intervening allylcopper(II), and a radical TEMPO trap.
Synthesis and antimicrobial evaluation of some pyrazole derivatives
Sharshira, Essam Mohamed,Hamada, Nagwa Mohamed Mahrous
scheme or table, p. 4962 - 4971 (2012/09/22)
Reaction of a series of (E)-3-phenyl-4-(p-substituted phenyl)-3-buten-2- ones with p-sulfamylphenyl hydrazine in glacial acetic acid gave the corresponding hydrazones, subsequent treatment of which with 30% HCl afforded pyrazole-1-sulphonamides. On the ot
Iridium-catalyzed asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones: Enantioselective total synthesis of (-)-mesembrine
Zhang, Qian-Qian,Xie, Jian-Hua,Yang, Xiao-Hui,Xie, Jian-Bo,Zhou, Qi-Lin
supporting information, p. 6158 - 6161 (2013/02/23)
A highly efficient asymmetric hydrogenation of α-substituted α,β-unsaturated acyclic ketones catalyzed by chiral spiro iridium complexes for the preparation of chiral 2-substituted allylic alcohols has been developed (ee up to 99.7%). This method provides a concise route to (-)-mesembrine (34% yield, 12 steps).
H2SO4-promoted synthesis of (E)-stilbenes from substituted phenylacetones and substituted benzaldehydes through tandem aldol-Grob reaction
Narender,Papi Reddy,Tiwari, Sriniwas
scheme or table, p. 1572 - 1583 (2011/06/27)
Stilbene derivates (stilbenoids) are present in plants and show a wide range of biological activities and potential therapeutic value. In continuation of our natural product synthesis program, an efficient, simple, and practical method has been developed to regioselectively synthesize (E)-stilbenes using H2SO4 as a catalyst in a short time (30-60 s) at room temperature in good to excellent yields.
