- Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation
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A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.
- Gong, Pei-Xue,Xu, Fangning,Cheng, Lu,Gong, Xu,Zhang, Jie,Gu, Wei-Jin,Han, Wei
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supporting information
p. 5905 - 5908
(2021/06/18)
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- LIGAND-EXCHANGEABLE NANOPARTICLES AND METHODS OF MAKING THE SAME
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An aspect of the present disclosure is a nanocrystal that includes a nanocrystal core and a ligand coordinated to a surface of the nanocrystal core, where the ligand includes a functionalized aromatic molecule. In some embodiments of the present disclosure, the functionalized aromatic molecule may include at least one of cinnamic acid (CAH) and/or a functionalized CAH molecule.
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Paragraph 0061; 0062; 0063
(2018/01/18)
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- NOVEL SALTS AND POLYMORPHIC FORMS OF PANOBINOSTAT
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The present invention provides novel crystalline polymorphic form of DL-lactate salt of Panobinostat of Formula-I. This invention also provides process for preparation of crystalline forms of Panobinostat DL-lactate. Further, the present invention relates to a novel pharmaceutically acceptable salts and solid forms of Panobinostat.
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Page/Page column 11
(2018/04/12)
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- Polystyrene supported palladium nanoparticles catalyzed cinnamic acid synthesis using maleic anhydride as a substitute for acrylic acid
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Maleic anhydride was explored as a substitute for acrylic acid to synthesize cinnamic acids from aryl halides under heterogeneous palladium catalyzed conditions. The combined role of surface and impregnated catalyst together performed an upright engineering to hold in situ generated molecules on the surface and subsequently facilitate their interaction for the desired product synthesis. Overall, a surface mediated approach for cinnamic acid synthesis from maleic anhydride following a major unexplored pathway through catalyst promoted decarboxylation was critically investigated.
- Thakur, Vandna,Kumar, Sandeep,Das, Pralay
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p. 3692 - 3697
(2017/09/07)
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- Influence of pendent alkyl chains on Heck and Sonogashira C-C coupling catalyzed with palladium(II) complexes of selenated Schiff bases having liquid crystalline properties
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The effect of pendent alkyl chain lengths on Heck and Sonogashira coupling has been investigated for the first time using air and moisture insensitive complexes, [PdLCl] (1-4), of selenated Schiff bases (L = L1-L4), differing in length and number of pendent alkyl chain(s) and behaving as a (Se, N, O -) type of ligand. Differential scanning calorimetric (DSC) and polarized optical microscopic (POM) investigations show liquid crystalline nature of L1 and L2, which have one pendent alkyl chain of size C18 and C10 respectively. The yields of coupled products in catalytic Heck and Sonogashira coupling reactions were found good when amount of 1-4 used for them was 1.0 and 0.5 mol% respectively. The catalytic efficiency decreases with alkyl chain length of pendent arm of ligand for Heck coupling but remains unaffected in case of Sonogashira coupling. The in situ generation of palladium nanoparticles (NPs) protected with organoselenium species occurs in the case of Heck coupling. The length of pendent alkyl chain appears to control the dispersion and composition of these NPs and consequently the catalytic efficiency for Heck coupling. The black residues formed in the case of Sonogashira coupling catalyzed with 1 and 4 were found to have small fraction of NPs and a large proportion of big size aggregates. Their compositions for both the catalysts have been found nearly the same and due to predominance of aggregates, the efficiency remains almost unchanged on varying length of pendent alkyl chain. The two phase test for Heck coupling indicates that catalysis is largely heterogeneous.
- Rao, Gyandshwar Kumar,Kumar, Arun,Singh, Mahabir Pratap,Kumar, Ajay,Biradar, Ashok Manikrao,Singh, Ajai K.
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- The [RPPhPd as a catalyst precursor for the heck cross-coupling reaction by in situ formation of stabilized Pd(0) nanoparticles
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Pd(II) anionic, square planar complexes of the type [RPPhPdl, where X = Cl, Br, have been applied for the first time as a catalyst precursor for the Heck reaction carried out in DMF at 140 °C. The highest yield was obtained for the most reducible ones, [MePPhPdrl, in DMF in the presence of NaHCOas a base. It was found that during the reaction, phosphonium halide stabilized Pd(0) nanoparticles of about 10 nm, which have been formed in situ from the palladium(II) precursor and Pd(0) colloidal nanoparticles acts as the reservoir for Pd(II) species via activation of the metal surface through the oxidative addition of aryl halides. Georg Thieme Verlag Stuttgart New York.
- Hajipour, Abdol Reza,Azizi, Ghobad
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supporting information
p. 254 - 258
(2013/03/13)
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- Water mediated Heck and Ullmann couplings by supported palladium nanoparticles: Importance of surface polarity of the carbon spheres
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Heterogeneous palladium nanoparticle catalysts that are supported on amphiphilic carbon spheres (Pd@CSP) have been utilized for water-mediated Heck coupling reactions of aryl halides with different alkenes under phosphine free as well as aerobic conditions. Furthermore, a variety of Heck coupling reactions using different bases and solvents, including organic polar and non-polar solvents, have been explored. Aryl bromides are also well activated in Heck coupling reactions in organic polar solvent and as well as in water. In addition, Ullmann coupling reactions of aryl iodides have been catalyzed in water with the aid of phase transfer catalysts (PTC) in moderate yields. A plausible mechanism for the catalytic activity of Pd@CSP in the case of the Ullmann reaction is also established. It has been demonstrated that the hydrophobic effects of the catalyst surface play an important role in catalyst activity in water. In addition, the E-factor analysis verified that our present protocol is significantly comparable with other catalytic systems and explains the improved greenness. Moreover, the catalyst described in this process is not only greener, but also retains its significant activity for up to four catalytic cycles for the Heck coupling reactions. The surface polarity of the amphiphilic carbon spheres results in higher activity under these conditions.
- Kamal, Ahmed,Srinivasulu, Vunnam,Seshadri,Markandeya, Nagula,Alarifi,Shankaraiah, Nagula
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p. 2513 - 2522
(2013/02/21)
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- Supported nanosized palladium on superparamagnetic composite microspheres as an efficient catalyst for Heck reaction
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A magnetically separable palladium catalyst has been easily synthesized by immobilizing palladium nanoparticles on the surface of superparamagnetic composite microspheres. It can promote Heck cross-coupling reactions efficiently without an inert atmosphere. The novel catalyst can be conveniently recovered by applying a permanent magnet externally and reused at least six times without significant loss of its catalytic activity.
- Yuan, Dingzhong,Zhang, Qiuyu,Dou, Jinbo
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experimental part
p. 606 - 610
(2010/12/18)
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- Pd-catalyzed C#C cross-coupling reactions within a thermoresponsive and pH-responsive and chelating polymeric hydrogel
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A porous, thermoresponsive and pH-responsive, and chelating hydrogel of poly(N-isopropylacrylamide)co-poly[2-methacrylic acid 3-(bis-carboxymethylamino) -2-hydroxypropyl ester] (PNIP AM-co-PMACHE) is proposed as both a reaction medium and the Pd catalyst support for organic synthesis. Organic synthesis within the PNIPAM-co-PMACHE hydrogel has three merits. First, organic reactions such as Suzuki and Heck reactions within the hydrogel can be accelerated due to the enriched Pd catalyst and reactants within the hydrogel by the reversible deswelling/swelling. Second, organic synthesis within the PNIPAM-co-PMACHE hydrogel, which holds about ~300 times of water and is similar to the environmentally benign reaction medium of water, can be performed efficiently without surfactant or cosolvent being added. Third, the PNIPAM-co-PMACHE hydrogel itself and the therein-immobilized Pd catalyst can be easily recycled since the hydrogel/Pd composite can reversibly swell/deswell.
- Wang, Yao,Zhang, Jianzheng,Zhang, Wangqing,Zhang, Minchao
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experimental part
p. 1923 - 1931
(2009/08/07)
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- Histone deacetylase inhibitors
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Histone deacetylase inhibitors and uses thereof are provided that have the general formula wherein R1, R2, R3 and R4 are each independently selected from the group consisting of hydrogen, a substituted or unsubs
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Page/Page column 52
(2010/11/25)
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- Assembled catalyst of palladium and non-cross-linked amphiphilic polymer ligand for the efficient heterogeneous Heck reaction
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The efficient heterogeneous Heck reaction was achieved by a new networked and supramolecular catalyst PdAS-V (1b). Employing of PdAS-V in 5.0×10-5molequiv. efficiently progressed the heterogeneous Heck reaction of a series of aryl iodides with acrylates, styrenes and acrylic acid. PdAS-V was successfully recycled five times without any decrease in its activity, and showed good stability in toluene and water, and hence the Heck reaction was efficiently performed in both reaction media. The use of 8.0×10-7molequiv. of PdAS-V resulted in the coupling product in 92% yield with the turnover number (TON) and the turnover frequency (TOF) of PdAS-V reached up to 1,150,000 and 12,000, respectively. The efficient synthesis of resveratrol was achieved via the PdAS-V-promoted Heck reaction.
- Yamada, Yoichi M. A.,Takeda, Koji,Takahashi, Hideyo,Ikegami, Shiro
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p. 4097 - 4105
(2007/10/03)
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- Palladium-catalyzed arylation of styrene and acrylic acid in water
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Palladium-catalyzed arylations of styrene and acrylic acid are shown to occur in the presence of base (Na2CO3 or K2CO3) in pure water using simple palladium compounds as catalyst precursors.Keywords: Palladium; Catalysis; Water; Solvent; Aryl
- Bumagin, N. A.,Bykov, V. V.,Sukhomlinova, L. I.,Tolstaya, T. P.,Beletskaya, I. P.
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p. 259 - 262
(2007/10/02)
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- Palladium-Catalyzed Reactions of Acrylic Acid and Styrene with Aryl Halides in Water
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New convenient versions of the Heck reaction in water were proposed for preparation of substituted cinnamic acids and stilbene.Arylation of acrylic acid with aryl halides was effected with palladium PdX2 or palladium black as catalysts in the presence of Na2CO3.To arylate styrene in water it is necessary to use palladium complexes with tris(o-tolyl)phosphine ligands, K2CO3, and small amounts of Bu4NBr or DMF.
- Bumagin, N. A.,Bykov, V. V.,Beletskaya, I. P.
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p. 439 - 444
(2007/10/03)
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- Method of eliminating protective groups
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A method of deprotection which comprises reacting a compound having at least one of amino, hydroxyl, mercapto and carboxyl groups protected by a substituted or unsubstituted benzyloxycarbonyl group or by a substituted or unsubstituted benzyl group with zinc in a buffer, thereby splitting off the protective benzyloxycarbonyl or benzyl group.
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- Thiadizazole compounds as antagonists of SRS-A
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This invention relates to novel heterocyclic compounds structurally characterized by containing a specific heterocyclic group and by the presence of --CH2 --S-- directly bound to the specific heterocyclic group. These heterocyclic compounds are useful as medicines, particularly as antagonists of SRS-A (slow reacting substance of anaphylaxis).
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- Process for nucleophilic fluoroalkylation of aldehydes
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Aryl difluoromethyl sulfone adds to alkehydes under phase transfer conditions to give novel substituted alcohols of the general formula wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.
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- Fluorogenic 2-oxy-3(2H)-furanone materials
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Compounds of the formula SPC1 Wherein R1 is lower alkyl or phenyl lower alkyl; R2 is phenyl or substituted phenyl; and R3 is substituted or unsubstituted phenyl, naphthyl or indolyl; Are fluorogenic reagents which react wi
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