54108-62-2Relevant academic research and scientific papers
Gold-Catalyzed Oxidative Cyclization Involving Nucleophilic Attack to the Keto Group of α,α′-Dioxo Gold Carbene and 1,2-Alkynyl Migration: Synthesis of Furan-3-carboxylates
Wang, Ali,Lu, Mingduo,Liu, Yuanhong
supporting information, p. 6813 - 6818 (2021/09/13)
A multicomponent strategy for the synthesis of functionalized furan-3-carboxylates based on gold-catalyzed oxidative cyclization of diynones with alcohols or water has been developed. Mechanistic studies revealed that a rare nucleophilic attack to the carbonyl group of the α,α′-dioxo gold carbene instead of the carbene center and 1,2-alkynyl group migration were involved in this transformation. This method offers several advantages such as mild conditions, high regio- and chemoselectivity, and wide functional group compatibility.
Borane catalysed cyclopropenation of arylacetylenes
Dasgupta, Ayan,Heard, Matthew J.,Melen, Rebecca L.,Stefkova, Katarina
supporting information, p. 6736 - 6739 (2021/07/13)
Triarylboranes have gained substantial attention as catalysts for C-C bond forming reactions due to their remarkable catalytic activities. Herein, we report B(C6F5)3catalysed cyclopropenation of a wide variety of arylacetylenes using donor-acceptor diazoesters. A mild reaction protocol has been developed for the synthesis of functionalised cyclopropenes (33 examples) in good to excellent yields.
Synthesis of Substituted Indole-3-carboxylates by Iron(II)-Catalyzed Domino Isomerization of 3-Alkyl/aryl-4-aryl-5-methoxyisoxazoles
Bodunov, Vladimir A.,Galenko, Ekaterina E.,Galenko, Alexey V.,Novikov, Mikhail S.,Khlebnikov, Alexander F.
, p. 2784 - 2798 (2018/06/08)
The iron(II)-catalyzed domino isomerization of 3-alkyl/aryl-4-arylisoxazoles provides a selective access to a wide range of structurally diverse highly substituted indole-3-carboxylates. The operational simplicity, high atom efficiency, and the use of stable starting materials and an inexpensive and low-toxicity catalyst are some of the attractive features of this tandem double ring-opening-ring-closure strategy.
A General and Robust Method for the Preparation of (E)- and (Z)-Stereodefined Fully Substituted Enol Tosylates: Promising Cross-Coupling Partners
Ashida, Yuichiro,Sato, Yuka,Honda, Atsushi,Nakatsuji, Hidefumi,Tanabe, Yoo
supporting information, p. 4072 - 4080 (2016/11/26)
A robust method for preparing (E)- and (Z)-stereodefined fully substituted enol tosylates is described. α-Substituted β-keto esters undergo (E)-selective enol tosylations using TsCl-Me2N(CH2)6NMe2 as the reagent (method A, 13 examples; 63-96%) and (Z)-selective enol tosylations using TsCl-TMEDA-LiCl as the reagent (method B, 13 examples; 62-99%). A plausible mechanism for the (E)- and (Z)-enol tosylation selectivity is proposed. A 1H NMR monitoring experiment revealed that TsCl coupled with TMEDA formed a simple N-sulfonylammonium intermediate.
(E)- and (Z)-stereodefined enol phosphonates derived from β-ketoesters: Stereocomplementary synthesis of fully-substituted α,β-unsaturated esters
Nakatsuji, Hidefumi,Ashida, Yuichiro,Hori, Hiroshi,Sato, Yuka,Honda, Atsushi,Taira, Mayu,Tanabe, Yoo
supporting information, p. 8205 - 8210 (2015/08/03)
A versatile, robust, and stereocomplementary synthesis of fully-substituted (E)- and (Z)-stereodefined α,β-unsaturated esters 3 from accessible α-substituted β-ketoesters 1via (E)- and (Z)-enol phosphonates was achieved. The present method involves two ac
PYRAZOLONE DERIVATIVES AS NITROXYL DONORS
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Page/Page column 184; 185; 193; 194; 219; 338, (2016/01/29)
The disclosed subject matter provides pyrazolone derivative compounds, pharmaceutical compositions comprising such compounds, kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the disclosed subject matter provides methods of using such compounds or pharmaceutical compositions for treating heart failure.
Palladium-catalyzed carbonylation/acyl migratory insertion sequence
Zhang, Zhenhua,Liu, Yiyang,Gong, Mingxing,Zhao, Xiaokun,Zhang, Yan,Wang, Jianbo
scheme or table, p. 1139 - 1142 (2010/05/02)
Chemical Equation Presented On the move: A palladium-catalyzed reaction of aryl iodides, diazo compounds or N-tosylhyd razones, and carbon monoxide affords β-oxo esters or ketones/ enones (see scheme; DCE = l,2-dichloroethane). The products are delivered with high efficiency through the title sequence.
Photogeneration of Highly Electrophilic Benzoylketene from Dibenzoyldiazomethane in Aqueous Solvents: Reaction with Amino Acids and DNA Cleavage
Nakatani, Kazuhiko,Shirai, Junya,Tamaki, Ryo,Saito, Isao
, p. 5363 - 5366 (2007/10/02)
Photoirradiation of dibenzoyldiazomethane in the presence of amino acid derivatives in aqueous solutions efficiently produced the addition products through a reaction with photogenerated benzoylketene.Efficient DNA cleavage was observed with a dibenzoyldiazomethane derivative, possessing a cationic side chain under photoirradiation conditions.
Stereoselective reduction of 2-methyl-3-oxo esters (or amides) with sodium borohydride catalyzed by manganese (II) chloride or tetrabutylammonium borohydride. A practical preparation of erythro and threo-3-hydroxy-2-methyl esters (or amides)
Taniguchi, Masahiko,Fujii, Hideaki,Oshima, Koichiro,Utimoto, Kiitiro
, p. 11169 - 11182 (2007/10/02)
erythro-3-Hydroxy-2-methylpropionates or erythro-3-hydroxy-2-methylpropionamides were prepared with high stereoselectivity by NaBH4 reduction of the corresponding 2-methyl-3-oxo esters or 2-methyl-3-oxo amides in the presence of a catalytic amount of manganese(II) chloride. On the other hand, reduction of these substrates with n-Bu4NBH4 provided threo-isomers selectively. erythro-Selective reduction of 2-methyl-3-oxo amides with NaBH3CN in 1N HCl-MeOH is also described.
