13610-09-8Relevant articles and documents
Copper(II)-catalyzed ether synthesis from aliphatic alcohols and potassium organotrifluoroborate salts
Quach, Tan D.,Batey, Robert A.
, p. 1381 - 1384 (2003)
(Matrix presented) A protocol for the copper(II)-catalyzed etherification of aliphatic alcohols under mild and essentially neutral conditions is described. Air- and moisture-stable potassium alkenyl- and aryltrifluoroborate salts undergo cross-coupling with a variety of aliphatic primary and secondary alcohols and phenols, and are tolerant of a range of functional groups. The optimized conditions utilize catalytic copper(II) acetate with 4-(dimethylamino)pyridine as ligand in the presence of 4 A molecular sieves under an atmosphere of oxygen.
Preparation method and application of propyne aryl ether compound
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Paragraph 0043-0044, (2021/08/28)
The invention particularly relates to a method for preparing propyne aryl ether compounds from aryl phenol, halogenated propyne and derivatives of the halogenated propyne, and belongs to the technical field of preparation of the propyne aryl ether compoun
Copper-catalyzed intramolecular carbotrifluoromethylation of alkynes for the construction of trifluoromethylated heterocycles
Wang, Yanan,Jiang, Min,Liu, Jin-Tao
, p. 15315 - 15319 (2016/02/18)
A mild and efficient copper-catalyzed intramolecular carbotrifluoromethylation of alkynes has been achieved in the presence of Togni reagent as trifluoromethylating reagent. The reaction tolerates a range of substrates to give a group of trifluoromethylated heterocycles with high selectivities. A plausible mechanism was proposed on the basis of experimental results. And the Togni award goes to Copper-catalyzed intramolecular carbotrifluoromethylation of alkynes is carried out with a Togni reagent as the trifluoromethylating reagent (see scheme). Various trifluoromethylated heterocycles are synthesized in moderate to good yields. Moreover, a range of common functional groups is tolerated under the reaction conditions.
Selective formation of six-membered oxa- and carbocycles by the In(III)-activated ring closure of acetylenic substrates
Qiu, Wen-Wei,Surendra, Karavadhi,Yin, Liang,Corey
, p. 5893 - 5895 (2011/12/16)
Fifteen examples are disclosed of efficient In(III)-catalyzed six-membered ring closure leading to bi-, tri-, and tetracyclic products.
Gold nanoparticles supported on TiO2 catalyse the cycloisomerisation/oxidative dimerisation of aryl propargyl ethers
Efe, Christina,Lykakis, Ioannis N.,Stratakis, Manolis
supporting information; experimental part, p. 803 - 805 (2011/04/12)
Gold nanoparticles supported on TiO2 (～1%) catalyse in high yields the selective cycloisomerisation of aryl propargyl ethers into the corresponding 2H-chromenes, under heterogeneous conditions. 2H,2′H-3, 3′-Bichromenes resulting from a catalytic oxidative dimerization pathway are also formed as by-products. The Royal Society of Chemistry 2011.
Ph3PAuNTf2 as a superior catalyst for the selective synthesis of 2H-chromenes: Application to the concise synthesis of benzopyran natural products
Lykakis, Ioannis N.,Efe, Christina,Gryparis, Charis,Stratakis, Manolis
supporting information; experimental part, p. 2334 - 2338 (2011/06/20)
Ph3PAuNTf2 (≈1 mol-%) catalyzes the selective cycloisomerization of substituted aryl propargyl ethers into 2H-chromenes in excellent yields. Benzofuran byproducts are formed only in the case of electron-deficient arenes, in up to 7% relative yield. The Ph 3PAuNTf2-catalyzed cyclization of aryl propargyl ethers was applied as a key step to the concise synthesis of the naturally occurring benzopyrans seselin, xanthyletin, precocenes I and II, 8-(3′,3′- dimethylallyl)wenteria chromene, and 2,2-dimethyl-8-prenylchromene-6-propenoic acid. Ph3PAuNTf2 is a general, highly efficient, and product-selective catalyst for the clean synthesis of 2H-chromenes from the cycloisomerization of aryl propargyl ethers.The Ph3PAuNTf 2-catalyzed cyclization was applied as a key step in the synthesis of several benzopyran-bearing naturally occurring substances. Copyright
11C-C bond formation by palladium-mediated cross-coupling of alkenylzirconocenes with [11C]methyl iodide
Wuest, Frank R.,Berndt, Mathias
, p. 91 - 100 (2007/10/03)
A novel 11C-C bond formation based on the palladium-mediated cross-coupling reaction of alkenylzirconocenes with [11C]methyl iodide is described. The conversion of internal alkynes into the corresponding alkenylzirconocenes followed by transmetalation with Pd(PPh3) 4 and subsequent cross-coupling with [11C]methyl iodide gave several 11C-labelled α,α′-dimethyl-substituted alkenes. The palladium complex Pd(PPh3)4 proved to be superior to Pt(PPh3)4 or Ni(PPh3)4 as transition metal complex. The scope and limitations of the novel palladium-mediated cross-coupling reaction of alkenylzirconocenes with [ 11C]methyl iodide were tested with various internal alkynes. After heating at 60°C for 6 min radiochemical yields of up to 75% (based upon [11C]methyl iodide) could be achieved. Copyright
ALKYNYL CONTAINING HYDROXAMIC ACID DERIVATIVES, THEIR PREPARATION AND THEIR USE AS MATRIX METALLOPROTEINASE (MMP) INHIBITORS / TNF-ALPHA CONVERTING ENZYME (TACE) INHIBITORS
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Page/Page column 35, (2010/02/14)
Compounds of the formula:useful in the treatment of arthritis, tumor metastasis, tissue ulceration, abnormal wound healing, periodontal disease, bone disease, diabetes (insulin resistance) and HIV infection.
ACETYLENIC ARYL SULFONAMIDE AND PHOSPHINIC ACID AMIDE HYDROXAMIC ACID TACE INHIBITORS
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Page 36, (2010/02/07)
Hydroxamic acids having formula (B) wherein the variables are as defined herein, are useful in treating disease conditions mediated by TNF- alpha such as rheumatoid arthritis, osteoarthritis, sepsis, AIDS, ulcerative colitis, multiple sclerosis, Crohn's d
Rapid methylation of terminal acetylenes by the Stille coupling of methyl iodide with alkynyltributylstannanes: A general protocol potentially useful for the synthesis of short-lived 11CH3-labeled PET tracers with a 1-propynyl group
Hosoya, Takamitsu,Wakao, Masahiro,Kondo, Yurie,Doi, Hisashi,Suzuki, Masaaki
, p. 24 - 27 (2007/10/03)
The Pd(0)-mediated rapid coupling (trapping) reaction of methyl iodide with an excess amount of alkynyltributyl-stannane has been developed with the aim to incorporate a short-lived 11C-labeled methyl group into biologically active organic compounds with a 1-propynyl structural unit.
