4208-53-1Relevant articles and documents
Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol
Biswal, Priyabrata,Samser, Shaikh,Meher, Sushanta Kumar,Chandrasekhar, Vadapalli,Venkatasubbaiah, Krishnan
supporting information, p. 413 - 419 (2021/11/01)
One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.
CtD strategy to construct stereochemically complex and structurally diverse compounds from griseofulvin
Zhu, Li,Zhao, Rui-Han,Li, Yu,Liu, Gong-Qing,Zhao, Yu
supporting information, p. 10755 - 10758 (2021/10/20)
The Complexity to Diversity (CtD) strategy, a strategy for the synthesis of stereochemically complex and structurally diverse small molecules from natural products using ring-distortion reactions, was applied in the synthesis of a 47-member compound collection from the natural product griseofulvin. A Tsuji-Trost allylation and oxa-Michael cyclization tandem reaction was used for the first time in the CtD strategy to generate complex ring fused compounds.
Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach
Polidano, Kurt,Allen, Benjamin D. W.,Williams, Jonathan M. J.,Morrill, Louis C.
, p. 6440 - 6445 (2018/07/25)
A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Kn?lker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).
Methylation of C(sp3)-H/C(sp2)-H bonds with methanol catalyzed by cobalt system
Liu, Zhenghui,Yang, Zhenzhen,Yu, Xiaoxiao,Zhang, Hongye,Yu, Bo,Zhao, Yanfei,Liu, Zhimin
supporting information, p. 5228 - 5231 (2017/11/06)
A highly efficient Co-based catalytic system, composed of a commercially available Co salt, a tetradentate phosphine ligand P-(CH2CH2PPh2)3(PP3), and a base (denoted as [Co]/PP3/base), is developed for the methylation of C(sp3)-H and C(sp2)-H bonds using methanol as a methylating reagent. The Co(BF4)2.6H2O/PP3/K2CO3 catalytic system showed high catalytic activity for the methylation of C-H bonds in aryl alkyl ketones, aryl acetonitriles, and indoles, with wide substrate scope and good functional group tolerance, and methylsubstituted products were obtained in good to excellent yields at 100 °C. This cheap, readily available, and highly efficient Co-based catalytic system may have promising applications in methylation reaction using methanol.
Iridium-catalyzed selective α-methylation of ketones with methanol
Ogawa, Shinji,Obora, Yasushi
supporting information, p. 2491 - 2493 (2014/03/21)
Iridium-catalyzed selective α-dimethylation and α-methylation of ketones or phenylacetonitriles, using methanol as the methylating agent, were achieved. In addition, three-component cross α-methyl-alkylation was successfully performed using methyl ketones with methanol and primary alcohols with long-chain alkyl groups. This method provides a very convenient direct route to α-methylated ketones, using methanol.
C5′-alkyl substitution effects on digitoxigenin α-l-glycoside cancer cytotoxicity
Wang, Hua-Yu Leo,Wu, Bulan,Zhang, Qi,Kang, Sang-Woo,Rojanasakul, Yon,O'Doherty, George A.
scheme or table, p. 259 - 263 (2011/06/16)
A highly regio- and stereoselective asymmetric synthesis of various C5′-alkyl side chains of rhamnosyl- and amicetosyl-digitoxigenin analogues has been established via palladium-catalyzed glycosylation with postglycosylated dihydroxylation or diimide reduction. The C5′-methyl group in both α-l-rhamnose and α-l-amicetose digitoxin analogues displayed a steric directed apoptosis induction and tumor growth inhibition against nonsmall cell human lung cancer cells (NCI-H460). The antitumor activity is significantly reduced when the steric hindrance is increased at the C5′-stereocenter.
THIOTRIAZOLYL DERIVATIVES
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Page/Page column 44-45, (2008/06/13)
The invention relates to KvI.5 ion channel antagonists. Novel thiotriazolyl derivative compounds represented by Formula I, and synthesis and uses thereof for treating diseases mediated directly or indirectly by KvI.5 ion channels, are disclosed. Such cond
Oppenauer-type oxidation of secondary alcohols catalyzed by homogeneous water-soluble complexes
Ajjou, Abdelaziz Nait,Pinet, Jean-Louis
, p. 702 - 710 (2007/10/03)
The catalytic system composed of [Ir(COD)Cl]2, 2,2′-biquinoline-4,4′-dicarboxylic acid dipotassium salt (BQC), and sodium carbonate is highly efficient for the selective oxidation of benzylic, 1-heteroaromatic, aliphatic, and allylic secondary alcohols using catalyst:substrate ratios ranging from 0.4% to 2.5%. Sterically hindered allylic alcohols undergo selectively good conversions to the corresponding enones, while unhindered ones are completely isomerized to saturated ketones. Mercury tests indicate that the catalytic process is likely homogeneous. The mechanism proposed for this Oppenauer-type oxidation including the isomerization process is based on iridium-alkoxide species.
New Photocleavable Structures I: Synthesis of Hydroxyalkylphenone Analogues Electron-rich Heterocycles
Liska, Robert
, p. 1475 - 1486 (2007/10/03)
A series of photoinitiating compounds with the general structure ArCOCMe2OH, where Ar is 2-furyl (1a), 3-furyl (1b), 2-thienyl (2a), 3-thienyl (2b), 2-pyrrolyl (3a) and 3-pyrrolyl (3b), were prepared. The heterocyclic precursors were substituted by Friede
ALKYLATION OF 2-ACETYLFURAN AND 2-ACETYLTHIOPHENE UNDER THE CONDITIONS OF PHASE-TRANSFER CATALYSIS
Abele, E. M.,Gol'dberg, Yu. Sh.,Popelis, Yu. Yu.,Shimanskaya, M. V.
, p. 1545 - 1550 (2007/10/02)
The reactions of 2-acetylfuran and 2-acetylthiophene with alkyl and benzyl halides in two-phase liquid-solid system (benzene or toluene-solid potassium hydroxide) in the presence of 18-crown-6-polyether at room temperature give the corresponding ketones (
