861344-74-3Relevant academic research and scientific papers
Efficient synthesis of 1-iodoalkynes: Via Al2O3 mediated reaction of terminal alkynes and N -iodosuccinimide
Yao, Ming,Zhang, Jingjing,Yang, Sen,Xiong, Hangxing,Li, Li,Liu,Shi, Hong
, p. 3946 - 3950 (2020)
Iodination of terminal alkynes using N-iodosuccinimide (NIS) in the presence of γ-Al2O3 was developed to afford 1-iodoalkynes with good to excellent yields (up to 99%). This described approach featured excellent chemoselectivity, good functional group tolerance, and utilization of an inexpensive catalyst.
Acetic Acid Promoted Direct Iodination of Terminal Alkynes with N -Iodosuccinimide: Efficient Preparation of 1-Iodoalkynes
Liu, Liu E.,Xiong, Hangxing,Yang, Sen,Yao, Ming,Zhang, Jingjing
supporting information, p. 1102 - 1106 (2020/07/04)
An efficient and highly chemoselective approach for the direct iodination of terminal alkynes using acetic acid as N -iodosuccinimide activated reagent under metal-free conditions has been developed. This facile process tolerates a variety of terminal alkynes and provides the desired products in good to excellent yields (up to 99percent).
Preparation method of 1-iodoalkyne
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Paragraph 0011, (2020/07/03)
The invention discloses a preparation method of 1-iodoalkyne. The method comprises the following step: reacting a terminal alkyne compound with N-iodosuccinimide in a solvent in the presence of aluminum oxide and a molecular sieve to prepare a 1-iodoalkyn
Chloramine Salt Mediated Oxidative Halogenation of Terminal Alkynes with KI or NaBr: Practical Synthesis of 1-Bromoalkynes and 1-Iodoalkynes
Liu, Xiaozu,Chen, Guojun,Li, Chenglong,Liu, Peijun
, p. 2051 - 2055 (2018/09/18)
A direct oxidative halogenation of terminal alkynes has been realized using chloramine-B as the oxidant and KI or NaBr as the halogen source. This reaction enables a general and practical access to synthetically valuable 1-bromoalkynes and 1-iodoalkynes i
Preparation method of 1-bromoalkyne and 1-iodoalkyne
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Paragraph 0040; 0041; 0042, (2018/11/03)
The invention discloses a preparation method of 1-bromoalkyne and 1-iodoalkyne. The preparation method comprises the following steps that terminal alkyne is adopted as a raw material, a chloramine salt and an iodine salt or a bromine salt is adopted as a
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
Synthesis and properties of seleno-analog MK-organic dye for photovoltaic cells prepared by CH functionalization reactions of selenophene derivatives
Tamba, Shunsuke,Fujii, Ryosuke,Mori, Atsunori,Hara, Kohjiro,Koumura, Nagatoshi
supporting information; experimental part, p. 978 - 979 (2012/01/30)
C-H arylation and homocoupling reactions of 2-formylselenophene were carried out with a palladium catalyst. By using these coupling reactions a seleno-analog of MK dye MK-49, which is an organic dye molecule of a dye-sensitized solar cell (DSSC), was synt
Palladium-catalyzed carbene insertion and trapping with carbon nucleophiles
Devine, Sean K. J.,Van Vranken, David L.
supporting information; experimental part, p. 1909 - 1911 (2009/04/18)
Palladium catalysts are shown to catalyze the three-component coupling of vinyl halides, trimethylsilyldiazomethane. and stabilized carbon nucleophiles. The reaction is believed to proceed through a palladium-carbene intermediate LX(R)Pd=CHSiMe3 that undergoes migration of the vinyl substituent to the electrophilic carbene center to generate an ν3-allylpalladium intermediate. The allylpalladium intermediate is attacked by the carbon nucleophile to generate a vinylsilane product.
Palladium-catalyzed carbene insertion into vinyl halides and trapping with amines
Devine, Sean K. J.,Van Vranken, David L.
, p. 2047 - 2049 (2008/02/02)
Palladium is shown to catalyze the three-component coupling of vinyl halides, trimethytsilyldiazomethane, and amines to generate allylamines. The mechanism is believed to Involve formation of an R-Pd=CHSiMe3 intermediate that undergoes migratio
Bronsted acid-promoted cyclizations of 1-siloxy-1,5-diynes
Sun, Jianwei,Kozmin, Sergey A.
, p. 13512 - 13513 (2007/10/03)
We have developed the first HNTf2-promoted 5-endo-dig cyclizations of 1-siloxy-1,5-diynes, which proceed with concomitant formation of C-Hal bonds as a result of halide abstraction from a halocarbon by the intermediate alkenyl cation. This process is enabled by a chemoselective activation of the more electron-rich siloxy alkyne moiety of the diyne cyclization precursor and represents an efficient and highly diastereoselective method for assembly of a range of β-halo enones. Copyright
