218431-38-0Relevant articles and documents
Copper-Catalyzed Perfluoroalkylation of Alkynyl Bromides and Terminal Alkynes
Fan, Shilu,Zheng, Chenggong,Zheng, Kaiting,Li, Junlan,Liu, Yaomei,Yan, Fangpei,Xiao, Hua,Feng, Yi-Si,Zhu, Yuan-Yuan
supporting information, p. 3190 - 3194 (2021/05/05)
A copper-catalyzed one-pot perfluoroalkylation of alkynyl bromides and terminal alkynes has been disclosed, and the corresponding perfluoroalkylated alkynes could be attained in good to excellent yields. The new straightforward transformation shows high efficiency (0.01-0.5 mol % catalyst loading), broad substrate scope, and remarkable functional group tolerance and provides a facile approach for useful application in life and material sciences.
Gold Catalyzed Photoredox C1-Alkynylation of N-Alkyl-1,2,3,4- tetrahydroisoquinolines by 1-Bromoalkynes with UVA LED Light
Zhao, Yichao,Jin, Jianwen,Chan, Philip Wai Hong
supporting information, p. 1313 - 1321 (2019/06/03)
A synthetic method that combines [Au2(m-dppm)2]Cl2 (dppm=bis(diphenylphosphanyl)methane) and UVA LED (LED=light emitting diode) light (365 nm) to catalyze the regioselective C1-alkynylation of N-alkyl-1,2,3,4-tetrahydroisoquinolines (THIQs) with alkynyl bromides is described. The reaction mechanism was delineated to involve a reductive quench pathway to generate the two posited radical species of the nitrogen-containing heterocycle and organic halide. In contrast, radical formation via an oxidative quench pathway was suggested to be operative in analogous control experiments with a 1-iodoalkyne. The usefulness of this carbon-carbon bond forming strategy was also exemplified by its application to the formal synthesis of the opioid analgesic drug methopholine and synthesis of a protoberberine alkaloid derivative.
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 0047; 0048; 0049, (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
Modular synthesis of heptaarylindole
Suzuki, Shin,Asako, Takashi,Itami, Kenichiro,Yamaguchi, Junichiro
supporting information, p. 3771 - 3776 (2018/05/30)
The first synthesis of heptaarylindole (HAI) has been accomplished using a coupling/ring transformation strategy. Four readily prepared modular units (diarylthiophenes, 2-arylaziridines, arylboronic acids, and arylalkynes) were joined together to provide
Cycloaddition-based formal C-H alkynylation of isoindoles leading to the synthesis of air-stable fluorescent 1,3-dialkynylisoindoles
Ohmura, Toshimichi,Kijima, Akihito,Komori, Yusuke,Suginome, Michinori
, p. 3510 - 3513 (2013/08/23)
Reaction of N-alkylisoindoles with (bromoethynyl)triisopropylsilane afforded 1,3-bis(triisopropylsilylethynyl) isoindoles in high yields. The formal C-H alkynylation proceeds under transition-metal-free conditions through [4 + 2] cycloaddition of the pyrrole ring of isoindole with bromoalkyne followed by ring-opening of the product.
Copper catalyzed decarboxylative alkynylation of quaternary α-cyano acetate salts
Feng, Yi-Si,Xu, Zhong-Qiu,Mao, Long,Zhang, Feng-Feng,Xu, Hua-Jian
, p. 1472 - 1475 (2013/06/27)
Cu-catalyzed decarboxylative alkynylation of quaternary α-cyano acetate salts with alkynyl bromides and alkynyl chlorides is described. This new reaction can be used for preparing functionalized butynenitrile derivatives.
Palladium-catalyzed tandem amination reaction for the synthesis of 4-quinolones
Zhao, Tlankun,Xu, Bin
supporting information; experimental part, p. 212 - 215 (2010/03/24)
(Figure presented) An efficient palladium-catalyzed tandem amlnatlon approach was developed In one step to afford functlonallzed 4-qulnolones In good to excellent ylelds from easlly accessible o-haloaryl acetylenlc ketones and primary amines.
Mild and Selective Phase Transfer Catalysed Bromination of Terminal Acetylenes Using Carbon Tetrabromide as Reagent
Abele, Edgars,Rubina, Kira,Abele, Ramona,Gaukhman, Aleksandr,Lukevics, Edmunds
, p. 618 - 619 (2007/10/03)
Terminal acetylenes were successfully brominated under phase transfer conditions using a CBr4/solid KOH/18-crown-6/ benzene system.
