- An efficient nanocluster catalyst for Sonogashira reaction
-
Pd together with CuI has been well known as the catalyst towards Sonogashira reaction, which provides an effective route to functional alkynes. However, the achievement of high activity and selectivity of this catalytic system is still challenging in some cases. Illustrative examples include their low activity for aryl chloride substrates, and switched selectivity to oxidative coupling products in air atmosphere. In this work, a Cu-incorporated Au13 nanocluster [Au13Cu2(PPh3)6(SC2H4Ph)6]+[NO3]- (Au13Cu2) was designed and prepared in high yield via rapid synthesis. This atomically precise nanocluster shows the potential to be a novel catalytic system for Sonogashira reaction, featuring high activity and selectivity, as well as good recyclability even in air atmosphere.
- Chen, Cheng,Chen, Li,Li, Man-Bo,Luo, Gen,Lv, Qi-Long,Wu, Zhikun,Xu, Guo-Yong,Yang, Jinlong,Yang, Ying,Ye, Sun-Feng,Yuan, Jinyun
-
p. 206 - 213
(2021/08/16)
-
- Palladium-catalyzed dearomative cyclocarbonylation of allyl alcohol for the synthesis of quinolizinones
-
An approach for the synthesis of quinolizinone with potential bioactivity has been developedviapalladium-catalytic dearomative cyclocarbonylation of allyl alcohol. Diverse quinolizinone compounds could be attained with good efficiencies. A feasible reaction pathway could be a successive procedure of allylation, dearomatization, CO insertion and the Heck reaction.
- Xu, Pengcheng,Qian, Bo,Qi, Zaojuan,Gao, Bao,Hu, Bin,Huang, Hanmin
-
supporting information
p. 1274 - 1277
(2021/02/27)
-
- Fused Selenazolinium Salt Derivatives with a Se-N+ Bond: Preparation and Properties
-
Convenient methods for the preparation of stable, fused selenazolinium salt systems with a Se-N+ bond have been developed. The mechanism for the formation of the selenazole cycle was investigated in detail by conducting multinuclear NMR experiments. The ability of these compounds to form stable inner salts was demonstrated. We have shown the glutathione peroxidase (GPx) like properties of selenazolopyridinium salts by oxidizing sulfur-containing natural amino acids, as well as aromatic and heteroaromatic aldehydes. The molecular structures of most of the compounds were confirmed by X-ray diffraction studies.
- Arsenyan, Pavel,Vasiljeva, Jelena,Belyakov, Sergey,Liepinsh, Edvards,Petrova, Marina
-
supporting information
p. 5842 - 5855
(2015/09/15)
-
- Synthesis of highly substituted allylic alcohols by a regio- and stereo-defined CuCl-mediated carbometallation reaction of 3-aryl-substituted secondary propargylic alcohols with Grignard reagents
-
A highly regio- and stereoselective CuCl-mediated carbometallation reaction of 3-aryl-substituted secondary propargylic alcohols with alkyl, aryl, vinyl or allyl Grignard reagents for the synthesis of fully-substituted allylic alcohols was developed. The R2 group from the Grignard reagent was successfully introduced to the 2-position of the propargylic alcohols due to the chelation of metal atom with the hydroxyl oxygen atom forming 5-membered metallacyclic intermediates, which smoothly react with various electrophiles to afford stereodefined polysubstituted allylic alcohols. By this method, optically active allylic alcohols can be prepared from readily available optically active propargylic alcohols without obvious racemization. Five-membered lactones can also be synthesized by Pd-catalyzed carbonylation with iodoallylic alcohols. The Royal Society of Chemistry 2009.
- Zhang, Xiaobing,Lu, Zhan,Fu, Chunling,Ma, Shengming
-
supporting information; experimental part
p. 3258 - 3263
(2009/10/24)
-
- Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles
-
(Chemical Equation Presented) Organocopper reagents smoothly react with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a "double duty" in this novel cascade transformation, which proceeds via an SN2′ substitution followed by a subsequent cycloisomerization step.
- Chernyak, Dmitri,Gadamsetty, Surendra Babu,Gevorgyan, Vladimir
-
supporting information; experimental part
p. 2307 - 2310
(2009/05/11)
-
- Enantioselective synthesis of both enantiomers of various propargylic alcohols by use of two oxidoreductases
-
The oxidoreductases Lactobacillus brevis alcohol dehydrogenase (LBADH) and Candida parapsilosis carbonyl reductase (CPCR) are suitable catalysts for the reduction of ketones to afford enantiopure sec. alcohols. A broad variety of alkynones (1, 3, and 5) are accepted as substrates and the corresponding propargylic alcohols (2, 4, and 6) are obtained in good yield and excellent enantiomeric excess. By changing the steric demand of the substituents the ee values can be adjusted and even the configurations of the products can be altered.
- Schubert, Thomas,Hummel, Werner,Kula, Maria-Regina,Mueller, Michael
-
p. 4181 - 4187
(2007/10/03)
-