932-88-7Relevant articles and documents
Phenylethynylcobalamin: A light-stable and thermolysis-resistant organometallic vitamin B12 derivative prepared by radical synthesis
Ruetz, Markus,Salchner, Robert,Wurst, Klaus,Fedosov, Sergey,Kraeutler, Bernhard
, p. 11406 - 11409 (2013)
Don't take this antivitamin! 2-Phenylethynylcobalamin (see picture) was prepared in a newly developed radical reaction using cob(II)alamin and 1-iodo-2-phenylethyne. It has an exceptionally short organometallic bond and is a remarkably light-stable and he
Synthesis and crystal structure of new ?-bonded alkynylcobalt(III) complexes of 1,3-bis(diacetylmonoximeimino)propane
Giese, Bernd,Zehnder, Margareta,Neuburger, Markus,Trach, Frank
, p. 415 - 423 (1991)
?-Alkynyl Costa complexes can be readily synthesized from the trans diiodo-1,3-bis(diacetylmonoximeimino)propanecobalt complex 1 and alkynyl Grignard reagents 2a-d.The conversions are carried out under daylight irradiation and give the cobalt acetylides 3
Reaction of methyl iodide with organylethynyl silatranylmethyl chalcogenides
Sorokin,Voronkov,Lopyrev
, p. 2467 - 2469 (1998)
The reactivity of organylethynyl silatranylmethyl chalcogenides RC=CYCH2Si(OCH2CH2)3N (R = Ph, Me3Si; Y = S, Se, Te) in the reaction with methyl iodide depending on the nature of the chalcogen Y, the substituent R at the triple bond, and the reaction conditions was studied.
Facile Access to Triazole-Fused 3,1-Benzoxazines Enabled by Metal-Free Base-Promoted Intramolecular C-O Coupling
Tatevosyan, Stepan S.,Kotovshchikov, Yury N.,Latyshev, Gennadij V.,Lukashev, Nikolay V.,Beletskaya, Irina P.
supporting information, p. 369 - 377 (2021/10/21)
A convenient approach to assemble 1,2,3-triazole-fused 4 H -3,1-benzoxazines has been developed. Diverse alcohol-tethered 5-iodotriazoles, readily accessible by a modified protocol of Cu-catalyzed (3+2)-cycloaddition, were utilized as precursors of the target fused heterocycles. The intramolecular C-O coupling proceeded efficiently under base-mediated transition-metal-free conditions, furnishing cyclization products in yields up to 96%. Suppression of the competing reductive cleavage of the C-I bond was achieved by the use of Na 2CO 3in acetonitrile at 100 °C. This practical and cost-effective procedure features a broad substrate scope and valuable functional group tolerance.
Synthesis method of 1-iodo-alkyne compound
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Paragraph 0036-0039, (2021/01/24)
The invention discloses a synthetic method of a 1-iodo-alkyne compound. The preparation method comprises the following steps: in an aerobic environment, mixing terminal alkyne, soluble inorganic iodized salt, sodium phenylsulfinate or a derivative thereof
Method for preparing 1-halogenated alkyne under catalysis of heterogeneous Ag catalyst at room temperature
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Paragraph 0052, (2021/05/12)
The invention discloses a novel method for preparing 1-halogenated alkyne under the catalysis of a heterogeneous Ag catalyst at room temperature. The method comprises the steps of mixing terminal alkyne compounds containing different substituent groups, N
Decatungstate as Direct Hydrogen Atom Transfer Photocatalyst for SOMOphilic Alkynylation
Capaldo, Luca,Ravelli, Davide
supporting information, p. 2243 - 2247 (2021/04/05)
A versatile approach for the alkynylation of a variety of aliphatic hydrogen donors, including alkanes, is reported. We used tetrabutylammonium decatungstate as photocatalyst to generate organoradicals from C-H/Si-H bonds via hydrogen atom transfer. The l
Predicting the catalytic activity of azolium-based halogen bond donors: an experimentally-verified theoretical study
Bolotin, Dmitrii S.,Il'in, Mikhail V.,Novikov, Alexander S.,Suslonov, Vitalii V.,Sysoeva, Alexandra A.
supporting information, p. 7611 - 7620 (2021/09/22)
This report demonstrates the successful application of electrostatic surface potential distribution analysis for evaluating the relative catalytic activity of a series of azolium-based halogen bond donors. A strong correlation (R2> 0.97) was observed between the positive electrostatic potential of the σ-hole on the halogen atom and the Gibbs free energy of activation of the model reactions (i.e., halogen abstraction and carbonyl activation). The predictive ability of the applied approach was confirmed experimentally. It was also determined that the catalytic activity of azolium-based halogen bond donors was generally governed by the structure of the azolium cycle, whereas the substituents on the heterocycle had a limited impact on the activity. Ultimately, this study highlighted four of the most promising azolium halogen bond donors, which are expected to exhibit high catalytic activity.
Nickel-Catalyzed Difunctionalization of Alkynyl Bromides with Thiosulfonates and N -Arylthio Succinimides: A Convenient Synthesis of 1,2-Thiosulfonylethenes and 1,1-Dithioethenes
Kumari, Arram Haritha,Kumar, Jangam Jagadesh,Krishna, Gamidi Rama,Reddy, Raju Jannapu
supporting information, p. 2850 - 2864 (2021/05/18)
An efficient nickel-catalyzed vicinal thiosulfonylation of 1-bromoalkynes with thiosulfonates in the presence of cesium carbonate is described. An operationally simple and highly regioselective atom transfer radical addition (ATRA) of alkynyl bromides provides a wide range of (E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields. The extensive substrate scope of both alkynyl bromides and thiosulfonates is explored with a broad range of functional groups. Indole-derived 1,1-bromoalkenes were also successfully explored in this 1,2-thiosulfonylation process. Moreover, the nickel-catalyzed geminal -dithiolation of alkynyl bromides with N -arylthio succinimides provides 1,1-dithioalkenes in high yields. The present protocol is reliable on gram scale, and a sequential one-pot bromination and thiosulfonylation of phenylacetylene is achieved in a scale-up synthesis. Following control experiments, a plausible mechanism is proposed to rationalize the experimental outcome and the vicinal thio-sulfonylation.
Oxidant- and additive-free simple synthesis of 1,1,2-triiodostyrenes by one-pot decaroboxylative iodination of propiolic acids
Ghosh, Subhankar,Ghosh, Rajat,Chattopadhyay, Shital K.
supporting information, (2020/09/15)
A metal- and oxidant-free facile synthesis of a range of 1,1,2-triiodostryrene derivatives has been developed which utilizes a simple decarboxylative triiodination of propiolic acids using molecular iodine and sodium acetate in a one-pot manner. Electron-
