24463-87-4Relevant academic research and scientific papers
Ru-catalysed C(sp2)-H vinylation/annulation of benzoic acids and alkynes: rapid access to medium-sized lactones
Hu, Xiao-Qiang,Liu, Zi-Kui,Hou, Ye-Xing,Zhang, Guodong,Gao, Yang
, p. 1113 - 1116 (2021)
An unprecedented ruthenium catalysed [4+4] annulation of readily available benzoic acids and alkynes is reported for the first time. The carboxylate group acts as both a directing group and an internal nucleophilic reagent to facilitate a C(sp2
(: Z)-Tetrahydrothiophene and (Z)-tetrahydrothiopyran synthesis through nucleophilic substitution and intramolecular cycloaddition of alkynyl halides and EtOCS2K
Luo, Xianglin,Li, Yibiao,Chen, Xiuwen,Song, Zhiyan,Liang, Junyi,Liao, Chunshu,Zhu, Zhongzhi,Chen, Lu
, p. 7315 - 7319 (2019)
This protocol provides a novel, environmentally friendly and simple method for the synthesis of (Z)-tetrahydrothiophene derivatives using the nucleophilic thiyl radical intramolecular cycloaddition cascade process to construct C-S bonds under transition-m
Interrupted Carbonyl-Alkyne Metathesis
McFarlin, Austin T.,Watson, Rebecca B.,Zehnder, Troy E.,Schindler, Corinna S.
, p. 365 - 369 (2020)
Carbonyl-olefin metathesis and carbonyl-alkyne metathesis represent established reactivity modes between carbonyls, alkenes, and alkynes under Lewis and Br?nsted acid catalysis. Recently, an interrupted carbonyl-olefin metathesis reaction has been reporte
An imidazole-functionalized polyacetylene: Convenient synthesis and selective chemosensor for metal ions and cyanide
Zeng, Qi,Cai, Ping,Li, Zhen,Qin, Jingui,Tang, Ben Zhong
, p. 1094 - 1096 (2008)
A new light-emitting polyacetylene bearing imidazole moieties in the side chain (P1), was conveniently prepared through a postfunctionalization strategy, as a sensory polymer to selectively report the presence of Cu2+ (with a detection limit of
Organocobaloxime in organic synthesis: efficient trapping of 5-phenylpent-4-ynyl radical by useful functional groups
Das, Indira,Roy, Sujit
, p. 233 - 238 (1994)
5-Phenylpent-4-ynyl cobaloxime, R(CoIII) reacts with the free radical precursors XY under thermal or photochemical conditions to give the corresponding organic product RX or RY, depending on the precursor.A non-chain radical mechanism is invoked to account for the product distribution. Key words: Cobaloxime; Radical
Decarbonylative Sonogashira Cross-Coupling of Carboxylic Acids
Liu, Chengwei,Szostak, Michal
supporting information, p. 4726 - 4730 (2021/06/28)
Decarbonylative Sonogashira cross-coupling of carboxylic acids by palladium catalysis is presented. The carboxylic acid is activated in situ by the formation of a mixed anhydride and further decarbonylates using the Pd(OAc)2/Xantphos system to provide an aryl-Pd intermediate, which is intercepted by alkynes to access the traditional Pd(0)/(II) cycle using carboxylic acids as ubiquitous and orthogonal electrophilic cross-coupling partners. The methodology efficiently constructs new C(sp2)-C(sp) bonds and can be applied to the derivatization of pharmaceuticals. Mechanistic studies give support to decarbonylation preceding transmetalation in this process.
SYNTHESIS OF CAPSAICIN DERIVATIVES
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Page/Page column 32-33, (2021/09/26)
The present invention relates to the synthesis of capsaicin derivatives, specifically to the synthesis of 6-heptyne derivatives of capsaicin.
Sonogashira Cross-Coupling of Aryltrimethylammonium Salts
Chen, Qianwei,Gao, Fengchen,Tang, Huiling,Yao, Miao,Zhao, Qian,Shi, Yanhui,Dang, Yanfeng,Cao, Changsheng
, p. 3730 - 3736 (2019/04/13)
A protocol for C(sp)-C(sp2) bond formation via the Sonogashira coupling reaction involving C-N bond cleavage with aryltrimethylammonium triflate as an electrophilic coupling partner is described in this work. The reactions proceeded well under mild conditions with a stoichiometric ratio of alkyl, aryl, or heteroaryl acetylenes and provided yields of up to 93%. Numerous useful functional groups were tolerated under the reaction conditions. Direct amine alkynylation can be achieved through a one-pot process without the isolation of ammonium salt. The protocol can be performed on a gram scale. Density functional theory calculations were performed to investigate the reaction mechanism that involved oxidative addition, alkyne coordination, deprotonation, and reductive elimination, which yielded the cross-coupling product.
A Commercially Available and User-Friendly Catalyst for Hydroamination Reactions under Technical Conditions
Zelenay, Benjamin,Munton, Peter,Tian, Xiaojie,Díez-González, Silvia
, p. 4725 - 4730 (2019/08/01)
The activity of a simple, commercially available copper salt, [Cu(NCMe)4](BF4) in intramolecular hydroamination reactions of alkynes and allenes is presented. Reactions were successfully carried out in technical acetonitrile in the presence of air. While attempts of alkene hydroamination failed, this catalyst was also found active in intermolecular aza-Michael reactions.
Palladium(II) complex for catalyzing sonogashira coupling reactions and a method thereof
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Page/Page column 19, (2017/02/09)
A palladium(II) complex which catalyzes the Sonogashira coupling reaction efficiently under aerobic condition and a method of employing the palladium(II) complex to synthesize internal alkynes. The palladium(II) complex is an effective catalyst for the co
