7510-34-1Relevant articles and documents
Reactivity of Lutetacyclopropene toward Benzyl, Benzoyl, and Trimethylsilyl Nitriles Affording Diversified Lutetium Complexes
Lv, Ze-Jie,Zhu, Miaomiao,Liu, Wei,Chai, Zhengqi,Wei, Junnian,Zhang, Wen-Xiong
supporting information, p. 3992 - 3998 (2021/12/02)
Although the reaction of metallacyclopropenes toward alkyl and aryl nitriles has been extensively studied, their reactivity toward other types of nitriles, e.g., benzyl and benzoyl nitriles, that often behave multifunctionally was rarely explored. Herein,
Cyanine-based near infra-red organic photoredox catalysis
Baralle, Alexandre,Cormier, Morgan,Goddard, Jean-Philippe,Obah Kosso, Anne Roly,Sellet, Nicolas
, p. 6964 - 6968 (2021/06/02)
Direct metal-free near infra-red photoredox catalysis is applied to organic oxidation, photosensitization and reduction, involving cyanines as photocatalysts. This photocatalyst is competitive with conventional reactions catalyzed under visible light. Kin
Gold-Catalyzed Oxidative [2+2+1] Annulations of Aryldiazo Nitriles with Imines To Yield Polyarylated Imidazolium Salts
Pawar, Samir Kundlik,Yang, Ming-Chung,Su, Ming-Der,Liu, Rai-Shung
supporting information, p. 5035 - 5039 (2017/04/24)
Gold-catalyzed oxidative [2+2+1] annulations between two imines and one α-cyano arylgold carbene afforded polyarylated imidazolium salts and molecular hydrogen efficiently. Control experiments suggest that the gold catalyst alone facilitates the main annulation, whereas Ag+ avoids the formation of inactive LAuCN. DFT calculations suggest that the success of this annulation relies on a 6 π-electrocyclization of cyano-free intermediates with cis-configured imines as initial reagents.
Visible-light-mediated oxidative dimerization of arylalkynes in the open air: Stereoselective synthesis of (Z)-1,4-enediones
Wei, Donglei,Liang, Fushun
supporting information, p. 5860 - 5863 (2016/11/29)
An organic photoredox catalytic one-pot protocol is developed for the highly stereoselective synthesis of (Z)-1,4-enediones. The reaction starts directly from alkyne precursors, using 4-(4-cyanophenyl)-2,6-diphenylpyrylium tetrafluoroborate (CN-TPT) as an efficient photosensitizer and dioxygen in the air as a green oxidant. A Csp-Csp oxidative coupling/[4 + 2] cyclization (with dioxygen)/fragmentive isomerization cascade mechanism was proposed. The predominant formation of (Z)-1,4-enediones is attributed to the efficient visible-light illumination from blue LEDs, along with possible energy transfer from the photosensitizer CN-TPT to the E-isomers.
Microphotochemistry using 5-mm light-emitting diodes: Energy-efficient photooxidations
Carney, John M.,Hammer, Reagan J.,Hulce, Martin,Lomas, Chad M.,Miyashiro, Dayna
experimental part, p. 2560 - 2566 (2012/09/07)
Commercial, inexpensive 5-mm milliwatt light-emitting diodes are effective sources for batch microphotochemical oxidations. Using limited quantities of singlet oxygen, these oxidations are atom economical and therefore useful for labeling experiments with rare isotopes. Georg Thieme Verlag Stuttgart · New York.
High-efficiency microphotooxidation using milliwatt LED sources
Carney, John M.,Hammer, Reagan J.,Hulce, Martin,Lomas, Chad M.,Miyashiro, Dayna
supporting information; experimental part, p. 352 - 355 (2011/02/28)
Inexpensive milliwatt light emitting diode (LED) sources allow energy- and atom-efficient microphotochemical reactions. Thus, sources constructed from three 120 mW 5 mm diameter 627 nm LED's enable μmol-mmol scale methylene blue-sensitized singlet oxygen photooxidations of various arenes and cyclopentadienones using a 3-5 M excess of oxygen in 82-98% yields.
Oxidation of aromatic compounds: XVII. Oxidative cross-dimerization of diarylacetylenes in the system CF3CO2H-CH 2Cl2-PbO2. Characteristic of cation-radicals of diarylacetylenes by cyclic voltammetry and ESR spectroscopy
Vasil'ev,Rudenko
experimental part, p. 1282 - 1289 (2010/12/19)
The oxidation of mixtures of diarylacetylene ArC≡CAr and Ar′C≡CAr′ in a system CF3CO2H-CH 2Cl2-PbO2 (0°C, 1.5 h) results in products of cross-dimerization, (Z)-1,2,3,4-tetraarylbut-2-ene-1,4-diones Ar(ArCO) C=C(COAr′)Ar′. The routes of transformation of intermediate cation-radicals of diarylacetylenes [ArC≡CAr]+? into the final products of oxidative dimerization are elucidated. By cyclic voltammetry and ESR spectroscopy the high reactivity of the diarylacetylene cation-radicals is demonstrated, the character of their singly occupied molecular orbitals (a2 or b1) has been revealed by ESR method.
Synthesis of tetrasubstituted furans via sequential Pd(OAc) 2/Zn(OTf)2-catalyzed oxidation and cydization of aromatic alkynes with molecular oxygen
Wang, Azhong,Jiang, Huanfeng,Xu, Qiuxiang
scheme or table, p. 929 - 932 (2009/09/29)
The development of a new method for the synthesis of tetrasubstituted furans using aromatic alkynes is reported. The strategy involves a tandem process of palladium-catalyzed oxidation and Zn(OTf)2-catalyzed cyclization in the presence of molecular oxygen.
Thermal oxidation of tetracyclones (2,3,4,5-tetraarylcyclopentadienones)
Thiemann, Thies,Iniesta, Jesus,Walton, David J.
experimental part, p. 173 - 180 (2009/05/07)
Tetracyclones are transformed to a mixture of diacylstilbenes and a-pyrones, when they are heated in diphenylether saturated with oxygen.
Iron (III) perchlorate adsorbed on silica gel: A reagent for organic functional group transformations
Parmar, Anupama,Kumar, Harish
, p. 2301 - 2308 (2008/02/10)
Adsorption of Fe(ClO4)3(H2O)6 onto chromatographic-grade silica gel in the presence of organic solvents (S=water, acetonitrile, or lower fatty acids) produces a supported reagent, Fe(ClO4)3(S)6/SiO2. This reagent has been found to be effective for the rapid organic functional group transformations such as dimerization of alkynes, aromatic hydrocarbons, selective oxidation of thiols to disulfides, and transannular reactions in 1,5-cyclooctadienes on grinding using pestle and mortar in the solid state. Copyright Taylor & Francis Group, LLC.