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Journal of Organometallic Chemistry, 456, 271-271 (1993)
Mathieu Arseneault et al.
Molecules (Basel, Switzerland), 20(5), 9263-9294 (2015-05-27)
Dendrimers are monodisperse polymers grown in a fractal manner from a central point. They are poised to become the cornerstone of nanoscale devices in several fields, ranging from biomedicine to light-harvesting. Technical difficulties in obtaining these molecules has slowed their
Wei Jia et al.
Organic letters, 12(9), 2000-2003 (2010-04-07)
A Cu-catalyzed aerobic oxidative amidation of propiolic acids via decarboxylation under air has been developed. Only carbon dioxide is produced as byproduct in this approach. The use of air as oxidant makes this method more useful and easy to handle.
Antonello Mai et al.
Journal of medicinal chemistry, 52(17), 5496-5504 (2009-08-12)
NAD(+)-dependent sirtuin deacetylases have emerged as potential therapeutic targets for treatment of human illnesses such as cancer, metabolic, cardiovascular, and neurodegenerative diseases. The benefits of sirtuin modulation by small molecules have been demonstrated for these diseases. In contrast to the
Naoto Kojima et al.
Organic & biomolecular chemistry, 9(12), 4425-4428 (2011-05-10)
The asymmetric alkynylation of aliphatic and aromatic aldehydes with propiolates was mediated by dialkylzinc and a novel prolinol catalyst without high reagent loading and any additives, such as Ti(Oi-Pr)(4), to give the corresponding γ-hydroxy-α,β-acetylenic esters with high enantiomeric excess of
Terence C Owen
Bioorganic chemistry, 36(3), 156-160 (2008-04-02)
Thiols, simple and complex, including polypeptide and protein thiols, react rapidly and selectively with esters of propiolic acid under very mild conditions (aqueous buffer, room temperature, pH 7) to give thioacrylates. These stable derivatives exhibit strong, characteristic ultraviolet spectra, maximal
Huangdi Feng et al.
The Journal of organic chemistry, 77(11), 5149-5154 (2012-05-09)
A novel microwave-assisted approach for the one-pot Cu(I)-catalyzed A(3)-coupling/decarboxylative coupling (PA(2)-coupling) of a propiolic acid, an aldehyde, and an amine, resulting in the formation of diversely substituted 1,4-diamino-2-butynes,is described. It is noteworthy that this new multicomponent coupling provides an efficient
Kyungho Park et al.
The Journal of organic chemistry, 75(18), 6244-6251 (2010-08-28)
Symmetrical diarylalkynes were obtained from propiolic acid (or 2-butynedioic acid) and aryl halides in good yields. The optimized reaction conditions were 2.0 equiv of aryl halide, 1.0 equiv of propiolic acid, 5.0 mol % Pd(PPh(3))(2)Cl(2), 10.0 mol % 1,4-bis(diphenylphosphino)butane (dppb)
Takayoshi Arai et al.
Chemical communications (Cambridge, England), 49(71), 7776-7778 (2013-08-01)
A series of bis(oxazolidine)pyridine ligands (the PyBodines) were newly designed and synthesized for the development of a highly efficient, tailor-made catalyst for the [3+2] cycloaddition of azomethine imines with propiolates. The PyBodine(l-Ala)-Cu(OAc)2 catalyst was selected on the basis of solid-phase
Sophia Schmitt et al.
ACS nano, 9(4), 4219-4226 (2015-03-25)
The controlled synthesis of hierarchically functionalized core/multishell particles is highly desirable for applications in medicine, catalysis, and separation. Here, we describe the synthesis of hierarchically structured metal-organic framework multishells around magnetic core particles (magMOFs) via layer-by-layer (LbL) synthesis. The LbL
Søren Kramer et al.
Organic letters, 11(18), 4208-4211 (2009-08-25)
A highly regioselective hydroamination of unsymmetrical electron-poor and electron-rich alkynes with anilines catalyzed by Au(I) under mild conditions is reported. In addition, applications toward indole syntheses are presented including an example of a one-pot synthesis from a nonfunctionalized aniline.
Regiodivergent ligand-controlled rhodium-catalyzed [(2+2)+2] carbocyclization reactions with alkyl substituted methyl propiolates.
P Andrew Evans et al.
Angewandte Chemie (International ed. in English), 49(33), 5746-5749 (2010-07-16)
Yi Dong et al.
Molecular diversity, 17(1), 1-7 (2013-01-12)
A palladium-catalyzed selective synthesis of cis- or trans-chloro-substituted-α-methylene-γ-butyrolactones from single substrate (propiolic acid) has been realized by controlling cis- or trans-chloropalladation. This method is highly effective for building C-Cl, C-O, and C-C bonds into a one-pot procedure because of its
Roppei Yamada et al.
Journal of medicinal chemistry, 54(8), 2902-2914 (2011-03-30)
Herein, we discovered a series of propynoic acid carbamoyl methyl-amides (PACMAs) with potent cytotoxicity against a panel of cancer cell lines. These compounds interrupted cell cycle progression at low micromolar concentrations and induced early and late stage apoptosis. A representative
The Journal of Organic Chemistry, 57, 709-709 (1992)
Sándor Kun et al.
Carbohydrate research, 346(12), 1427-1438 (2011-04-08)
5-(O-Perbenzoylated-β-D-glucopyranosyl)tetrazole was obtained from O-perbenzoylated-β-D-glucopyranosyl cyanide by Bu(3)SnN(3) or Me(3)SiN(3)-Bu(2)SnO. This tetrazole was transformed into 5-ethynyl- as well as 5-chloromethyl-2-(O-perbenzoylated-β-D-glucopyranosyl)-1,3,4-oxadiazoles by acylation with propiolic acid-DCC or chloroacetyl chloride, respectively. The chloromethyl oxadiazole gave the corresponding azidomethyl derivative on treatment with
Alexander Böhme et al.
Chemical research in toxicology, 22(4), 742-750 (2009-03-26)
Glutathione (GSH) is a soft nucleophile and, as such, can be used to sense the reactivity of electrophilic agents toward the thiol group and other electron-rich sites of molecular structures. A new kinetic GSH chemoassay is introduced that employs a
Adam M Daly et al.
The Journal of chemical physics, 135(15), 154304-154304 (2011-10-28)
Microwave spectra of the propiolic acid-formic acid doubly hydrogen bonded complex were measured in the 1 GHz to 21 GHz range using four different Fourier transform spectrometers. Rotational spectra for seven isotopologues were obtained. For the parent isotopologue, a total
Tuoping Luo et al.
Journal of the American Chemical Society, 131(15), 5667-5674 (2009-04-01)
The build/couple/pair strategy has yielded small molecules with stereochemical and skeletal diversity by using short reaction sequences. Subsequent screening has shown that these compounds can achieve biological tasks considered challenging if not impossible ('undruggable') for small molecules. We have developed
Yu Sung Chun et al.
The Journal of organic chemistry, 74(19), 7556-7558 (2009-09-26)
The Blaise reaction intermediate, generated in situ from Reformatsky reagent and nitrile, reacted with propiolates in a chemo- and regioselective manner to afford 2-pyridone derivatives in good to excellent yields.
Wen-Xiong Zhang et al.
Organic & biomolecular chemistry, 6(10), 1720-1730 (2008-05-03)
Various metal complexes (e.g., lanthanides, early transition metals, and alkali metals) can serve as catalyst precursors for the catalytic addition of alkyne C-H, amine N-H, and phosphine P-H bonds to carbodiimides, to give a new family of propiolamidines, guanidines, and
Tetrahedron, 48, 3413-3413 (1992)
Dingyi Yu et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(47), 20184-20189 (2010-11-10)
The use of carbon dioxide as a renewable and environmentally friendly source of carbon in organic synthesis is a highly attractive approach, but its real world applications remain a great challenge. The major obstacles for commercialization of most current protocols
Shili Xu et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(40), 16348-16353 (2012-09-19)
Protein disulfide isomerase (PDI), an endoplasmic reticulum chaperone protein, catalyzes disulfide bond breakage, formation, and rearrangement. The effect of PDI inhibition on ovarian cancer progression is not yet clear, and there is a need for potent, selective, and safe small-molecule
David Tejedor et al.
Angewandte Chemie (International ed. in English), 48(12), 2090-2098 (2009-01-16)
Alkyl propiolates are reagents with a versatile reactivity profile that entirely remains in the C(3)-homologated product for further elaboration. To be effective, this C(3) homologation requires suitable methods for the generation of the acetylide anion that are compatible with both
Tetrahedron, 49, 4229-4229 (1993)
Hyun-Suk Yeom et al.
Journal of the American Chemical Society, 134(1), 208-211 (2011-12-01)
A gold-catalyzed intermolecular reaction of propiolic acids with alkenes led to a [4 + 2] annulation or enyne cross metathesis. The [4 + 2] annulation proceeds with net cis-addition with respect to alkenes and provides an expedient route to α,β-unsaturated
Masanori Matsuura et al.
Nature chemical biology, 5(7), 465-467 (2009-05-26)
We have isolated the small, highly strained carboxylic acid cycloprop-2-ene carboxylic acid from the Asian toxic mushroom Russula subnigricans. This compound is responsible for fatal rhabdomyolysis, a new type of mushroom poisoning that is indicated by an increase in serum
Wonyoung Kim et al.
Organic letters, 15(7), 1654-1657 (2013-03-15)
Diarylalkynones were synthesized from one-pot Pd-catalyzed carbonylative and noncarbonylative coupling reactions of propiolic acid with aryl iodides under a carbon monoxide atmosphere. Aryl iodide (2.0 equiv), propiolic acid (1.0 equiv), Pd(PPh3)2Cl2 (5 mol %), CuCl (10 mol %), Et3N (6.0
Emilio M Ungerfeld et al.
Microorganisms, 7(5) (2019-05-01)
There is an interest in controlling rumen methanogenesis as an opportunity to both decrease the emissions of greenhouse gases and improve the energy efficiency of rumen fermentation. However, the effects of inhibiting rumen methanogenesis on fermentation are incompletely understood even
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