69116-22-9Relevant academic research and scientific papers
Iodination of terminal alkynes using KI/CuSO4 – A facile method with potential for radio-iodination
Ferris, Trevor,Carroll, Laurence,Mease, Ronnie C.,Spivey, Alan C.,Aboagye, Eric O.
supporting information, p. 936 - 939 (2019/03/04)
Herein, we report an efficient new method for the iodination of terminal alkynes using stoichiometric KI and CuSO4 in a mix of acetonitrile and acetate buffer that holds promise for further development into a method for radio-iodination.
Halo-1,2,3-triazolium salts as halogen bond donors for the activation of imines in dihydropyridinone synthesis
Kaasik, Mikk,Metsala, Andrus,Kaabel, Sandra,Kriis, Kadri,J?rving, Ivar,Kanger, Tonis
, p. 4295 - 4303 (2019/03/29)
In the past decade halogen bond (XB) catalysis has gained considerable attention. Halo-triazoles are known XB donors, yet few examples detail their use as catalysts. As a continuation of our previous work the catalytic properties of substituted enantiomerically pure halo-triazolium salts were explored in the reaction between an imine and Danishefsky's diene leading to the formation of dihydropyridinone. The catalytic activity of the XB donors was highly dependent on the choice of the halogen atom and on the counterion. Also, it was found that impurities in the diene affected the rate of the reaction.
Activation of Michael Acceptors by Halogen-Bond Donors
Von Der Heiden, Daniel,Detmar, Eric,Kuchta, Robert,Breugst, Martin
, p. 1307 - 1313 (2017/12/08)
Extending earlier studies on iodine catalysis, experimental investigations show that various halogen-bond donors can also be employed to accelerate the Michael addition between trans -crotonophenone and indole. Solvent as well as counteranion effects have been analyzed, and kinetic and computational investigations provide additional insights into the mode of activation.
Synthesis method of phenylethynyl iodine compound
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Paragraph 0035; 0060; 0061, (2018/01/17)
The invention discloses a synthesis method of a phenylethynyl iodine compound. According to the synthesis method, a phenylacetylene reaction substrate is used as a raw material and reacts with zinc diiodide and tert-butyl nitrite in the presence of an org
A Base-Free Multicomponent Domino Approach: One-Pot Synthesis of 2-Iminothiazolines via Oxy-Iodination of Arylacetylenes
Kumar, G. Santosh,Kumar, A. Sanjeeva,Meshram
supporting information, p. 399 - 403 (2016/02/09)
A simple and an efficient multicomponent domino protocol is developed for the synthesis of 2-iminothiazolines starting from simple and readily available arylacetylenes, amines, and phenyl isothiocyanates under base-free conditions. The present method invo
Halogen bonding of (iodoethynyl)benzene derivatives in solution
Dumele, Oliver,Wu, Dino,Trapp, Nils,Goroff, Nancy,Diederich, Francois
supporting information, p. 4722 - 4725 (2015/04/27)
Halogen bonding (XB) between (iodoethynyl)benzene donors and quinuclidine in benzene affords binding free enthalpies (δG, 298 K) between -1.1 and -2.4 kcal mol-1, with a strong LFER with the Hammett parameter σpara. The enthalpic dri
Catalytic electrophilic halogenation of silyl-protected and terminal alkynes: Trapping gold(I) acetylides vs. a Bronsted acid-promoted reaction
Starkov, Pavel,Rota, Filippo,D'Oyley, Jarryl M.,Sheppard, Tom D.
supporting information, p. 3217 - 3224 (2013/01/15)
In the presence of a cationic gold(I) catalyst and N-halosuccinimide, both trimethylsilyl-protected and terminal alkynes are converted into alkynyl halides. Further experiments showed that silyl-protected alkynes undergo electrophilic iodination and bromination under Bronsted acid catalysis, whilst terminal alkynes require a cationic gold catalyst. The former reactions probably proceed via activation of the electrophile, whilst the latter reactions proceed via a gold(I) acetylide intermediate. Gold-catalysed halogenation was further combined with gold-catalysed hydration and subsequent annulation to provide convenient routes to iodomethyl ketones and five-membered aromatic heterocycles. Copyright
Direct iodination of monosubstituted aryl acetylenes and acetylenic ketones
Meng, Ling-Guo,Cai, Pei-Jie,Guo, Qing-Xiang,Xue, Song
, p. 225 - 231 (2008/03/17)
Monosubstituted acetylenes were iodinated to form iodoacetylenes under simple conditions. Reaction of aryl acetylenes with molecular iodine in the presence of 4-dimethylaminopyridine (DMAP) gave the desired products in good to excellent yields. Iodination
Novel and efficient synthesis of 1-iodoalkynes
Yan, Jie,Li, Jinghua,Cheng, Dongping
, p. 2442 - 2444 (2008/03/28)
Treatment of terminal alkynes with (diacetoxyiodo)benzene, potassium iodide, and copper(I) iodide afforded 1-iodoalkynes in good to excellent yields under mild conditions. Georg Thieme Verlag Stuttgart.
3,3-difluoro-1-iodocyclopropenes: A simple synthesis and their reactions
Xu, Wei,Chen, Qing-Yun
, p. 9421 - 9427 (2007/10/03)
The [1 + 2] cycloaddition reaction of 1-iodoalkynes with difluorocarbene, generated from the decomposition of FSO2CF2COOSiMe3 in diglyme in the presence of 10 mol % NaF at 120 °C, gives 3,3-difluoro-1-iodocyclopropenes in good yields. These new iodides can be trifluoromethylated and functionalized via the Heck reaction. The unusual hydrolytic reactions of the iodides under acidic conditions was also investigated.
