24595-58-2Relevant academic research and scientific papers
Aerobic Direct Dioxygenation of Terminal/Internal Alkynes to α-Hydroxyketones by an Fe Porphyrin Catalyst
Kimura, Kento,Kurahashi, Takuya,Matsubara, Seijiro
supporting information, p. 3615 - 3618 (2021/10/01)
We herein report a new synthetic method for the preparation of α-hydroxyketones by the dioxygenation of alkynes. The reaction proceeds at room temperature under the action of Fe porphyrin and pinacolborane under air as a green oxidant to produce α-hydroxyketones. The mild reaction conditions allow chemoselective oxidation with functional group tolerance. Terminal alkynes in addition to internal alkynes are applicable, affording unsymmetrical α-hydroxyketones that are difficult to obtain by any reported dioxygenation of unsaturated C?C bonds.
Method for efficiently synthesizing 1,6-diene-3-ketone derivatives
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Paragraph 0025-0026; 0033-0035, (2021/01/29)
The invention discloses a method for efficiently synthesizing 1,6-diene-3-ketone derivatives, which comprises the following steps: in an organic solvent system, taking a compound represented by a formula 2 as a raw material, carrying out stirring reflux r
Enantioselective nickel-catalyzedanti-arylmetallative cyclizations onto acyclic electron-deficient alkenes
Gillbard, Simone M.,Green, Harley,Argent, Stephen P.,Lam, Hon Wai
supporting information, p. 4436 - 4439 (2021/05/10)
Enantioselective nickel-catalyzed reactions of (hetero)arylboronic acids or alkenylboronic acids with substrates containing an alkyne tethered to various acyclic electron-deficient alkenes are described.
Electrochemically enabled rhodium-catalyzed [4 + 2] annulations of arenes with alkynes
Chen, Jia-Yi,Li, Ming,Li, Rui-Tao,Ma, Qiang,Ni, Shao-Fei,Wang, Zi-Chen,Wen, Li-Rong,Zhang, Lin-Bao
supporting information, p. 9515 - 9522 (2021/12/09)
Herein, electrochemically driven, Rh(iii)-catalyzed regioselective annulations of arenes with alkynes have been established. The strategy, combining the use of a rhodium catalyst with electricity, not only avoids the need for using a stoichiometric amount of external oxidant, but also ensures that the transformations proceed under mild and green conditions, which enable broad functional group compatibility with a variety of substrates, including drugs and pharmaceutical motifs. Moreover, the electrolysis reaction was made operationally simple by employing an undivided cell, and proceeds efficiently in aqueous solution in air. This journal is
Alkyne Aminopalladation/Heck and Suzuki Cascades: An Approach to Tetrasubstituted Enamines
Geffers, Finn J.,Jones, Peter G.,Kurth, Florens R.,Werz, Daniel B.
supporting information, p. 14846 - 14850 (2021/10/19)
Alkyne aminopalladation reactions starting from tosylamides are reported. The emerging vinylic Pd species are converted either in an intramolecular Heck reaction with olefinic units or in an intermolecular Suzuki reaction by using boronic acids exhibiting broad functional group tolerance. Tetra(hetero)substituted tosylated enamines are obtained in a simple one-pot process.
Palladium-Catalyzed Synthesis of Tricyclic Indoles via a N-S Bond Cleavage Strategy
Zhang, Bo-Sheng,Wang, Fan,Gou, Xue-Ya,Yang, Ying-Hui,Jia, Wan-Yuan,Liang, Yong-Min,Wang, Xi-Cun,Li, Yuke,Quan, Zheng-Jun
supporting information, p. 7518 - 7523 (2021/10/01)
In palladium/norbornene (Pd/NBE) chemistry, the "ortho effect"has been proven to be a key factor in the process of β-carbon elimination to extrude NBE. Herein, we found that the o-iodoaniline protected by a p-methoxybenzenesulfonyl group can recover the "
Sodium-metal-promoted reductive 1,2-syn-diboration of alkynes with reduction-resistant trimethoxyborane
Fukazawa, Mizuki,Ito, Shiori,Nogi, Keisuke,Takahashi, Fumiya,Yorimitsu, Hideki
, p. 1171 - 1179 (2020/10/18)
Reductive 1,2-diboration of alkynes has been accomplished by means of sodium dispersion in the presence of trimethoxyborane as a reduction-resistant boron electrophile. Two boron moieties can be introduced onto alkynes with excellent syn selectivity to afford the corresponding (Z)-1,2-diborylalkenes. Bis(borate) species generated in situ can be involved in one-pot Suzuki-Miyaura arylation, formal arylboration of alkynes thus being executed.
Tetrahydroxydiboron-Promoted Radical Addition of Alkynols
Sun, Ze-Ying,Zhou, Sen,Yang, Kai,Guo, Minjie,Zhao, Wentao,Tang, Xiangyang,Wang, Guangwei
supporting information, p. 6214 - 6219 (2020/08/12)
Tetrahydroxydiboron has previously been used as a borylation or reducing reagent in organic synthesis. Herein, we present a novel tetrahydroxydiboron-promoted radical addition of internal alkynes followed by intramolecular oxidation of alcohol through 1,5-hydrogen atom transfer. Preliminary mechanistic studies showed that the process might be initiated through N,N-dimethylformamide-assisted homolytic cleavage of tetrahydroxydiboron. This process provides a convenient synthesis of fluoroalkyl-substituted alkenes with a pendant aldehyde or ketone moiety.
Copper-Catalyzed Enantioselective Hydroalkoxylation of Alkenols for the Synthesis of Cyclic Ethers
Chen, Dake,Berhane, Ilyas A.,Chemler, Sherry R.
supporting information, p. 7409 - 7414 (2020/06/29)
The copper-catalyzed enantioselective intramolecular hydroalkoxylation of unactivated alkenes for the synthesis of tetrahydrofurans, phthalans, isochromans, and morpholines from 4- and 5-alkenols is reported. The substrate scope is complementary to existing enantioselective alkene hydroalkoxylations and is broad with respect to substrate backbone and alkene substitution. The asymmetric induction and isotopic labeling studies support a polar/radical mechanism involving enantioselective oxycupration followed by C-[Cu] homolysis and hydrogen atom transfer. Synthesis of the antifungal insecticide furametpyr was accomplished.
A Pd NP-confined novel covalent organic polymer for catalytic applications
Yadav, Deepika,Awasthi, Satish Kumar
, p. 1320 - 1325 (2020/02/04)
A novel unsymmetrical covalent organic polymer, COP (1), was designed and characterized using several analytical and spectroscopic techniques. COP (1) was synthesized via the nucleophilic substitution reaction of 2,4,6-trichloro-1,3,5-triazine with p-amin
