4439-45-6Relevant academic research and scientific papers
Luminescent tungsten(vi) complexes as photocatalysts for light-driven C-C and C-B bond formation reactions
Chan, Kaai-Tung,Che, Chi-Ming,Du, Lili,Liu, Yungen,Phillips, David Lee,To, Wai-Pong,Tong, Glenna So Ming,Wu, Liang-Liang,Yu, Daohong
, p. 6370 - 6382 (2020/07/15)
The realization of photocatalysis for practical synthetic application hinges on the development of inexpensive photocatalysts which can be prepared on a large scale. Herein an air-stable, visible-light-absorbing photoluminescent tungsten(vi) complex which can be conveniently prepared at the gram-scale is described. This complex could catalyse photochemical organic transformation reactions including borylation of aryl halides, such as aryl chloride, reductive coupling of benzyl bromides for C-C bond formation, reductive coupling of phenacyl bromides, and decarboxylative coupling of redox-active esters of alkyl carboxylic acid with high product yields and broad functional group tolerance.
Palladium-catalyzed carbonylative/decarboxylative cross-coupling of α-bromo-ketones with allylic alcohols to γ,δ-unsaturated ketones
Peng, Jin-Bao,Wang, Le-Cheng,Wu, Xiao-Feng
, (2019/08/02)
In this communication, a palladium-catalyzed carbonylative/decarboxylative cross-coupling of α-bromo-ketones with allylic alcohols has been developed. With Mo(CO)6 as the CO source, γ,δ-unsaturated ketones were isolated in good yields. The release of CO2 was confirmed as well.
Palladium-catalyzed salt-free double decarboxylative aryl allylation
Daley, Ryan A.,Topczewski, Joseph J.
supporting information, p. 1709 - 1713 (2019/02/20)
This report describes a palladium-catalyzed decarboxylative aryl allylation between unactivated benzoic acids and allylic carbonates. This transformation successfully couples a variety of carbonates and benzoic acids in good yield (up to 94%) using 1 mol% palladium. This salt free allyl-arylation proceeds without added base, copper, or silver. The only stoichiometric byproducts are carbon dioxide and tert-butanol.
Catalytic Generation and Chemoselective Transfer of Nucleophilic Hydrides from Dihydrogen
Pape, Felix,Brechmann, Lea T.,Teichert, Johannes F.
supporting information, p. 985 - 988 (2019/01/04)
Copper(I)–N-heterocyclic-carbene (NHC) complexes enabled the catalytic generation of nucleophilic hydrides from dihydrogen (H2) and their subsequent transfer to allylic chlorides. The highly chemoselective catalyst displayed no concomitant hydrogenation reactivity; in fact, the terminal double bond formed in the hydride transfer remained intact. Switching to deuterium gas (D2) allowed for regioselective monodeuteration with excellent isotope incorporation.
Reductive Homocoupling of Organohalides Using Nickel(II) Chloride and Samarium Metal
Liu, Yongjun,Xiao, Shuhuan,Qi, Yan,Du, Feng
, p. 673 - 678 (2017/03/22)
A homocoupling method for organohalides and organosulfonates promoted by samarium metal and HMPA, and catalyzed by NiCl2 has been developed. Various organohalides (benzyl, aryl, heterocyclic, alkenyl and alkyl halides), α-haloacetophenones, and phenyl organosulfonates were tolerated, and the reaction afforded coupling products with high efficiency. Excellent chemoselectivity was exhibited between halides and other groups, such as ?COOH, ?NO2, halogen, heterocyclic ring, ester, and ketone groups. The stereoselectivity suggested that the reaction mechanism might involve an organosamarium species.
Isolation, Synthesis, and Biological Activity of Chlorinated Alkylresorcinols from Dictyostelium Cellular Slime Molds
Kikuchi, Haruhisa,Ito, Ikuko,Takahashi, Katsunori,Ishigaki, Hirotaka,Iizumi, Kyoichi,Kubohara, Yuzuru,Oshima, Yoshiteru
, p. 2716 - 2722 (2017/11/06)
Eight chlorinated alkylresorcinols, monochasiol A-H (1-8), were isolated from the fruiting bodies of Dictyostelium monochasioides. Compounds 1-8 were synthesized to confirm their structures and to obtain sufficient material for performing biological tests. Monochasiol A (1) selectively inhibited the concanavalin A-induced interleukin-2 production in Jurkat cells, a human T lymphocyte cell line. Monochasiols were biogenetically synthesized by the combination of biosynthetic enzymes relating to the principal polyketides, MPBD and DIF-1, produced by Dictyostelium discoideum.
Charge-Transfer Complex Promoted C-N Bond Activation for Ni-Catalyzed Carbonylation
Yu, Hui,Gao, Bao,Hu, Bin,Huang, Hanmin
supporting information, p. 3520 - 3523 (2017/07/17)
A new strategy was developed for activation of C-N bond via formation of an amine-I2 charge-transfer complex, which facilitates the inert C-N bond activation via oxidative addition with Ni(0). This strategy has been successfully applied in the Ni-catalyzed carbonylation of benzylamines via direct insertion of CO into the C-N bond, which provided a straightforward and rapid approach to arylacetamides in the presence of catalytic amounts of I2 and Ni catalyst. Mechanistic studies suggested that a benzyl radical generated via the oxidative addition was involved in the present reaction.
Oxo-rhenium catalyzed reductive coupling and deoxygenation of alcohols
Kasner, Gabrielle R.,Boucher-Jacobs, Camille,Michael McClain,Nicholas, Kenneth M.
supporting information, p. 7257 - 7260 (2016/06/09)
Representative benzylic, allylic and α-keto alcohols are deoxygenated to alkanes and/or reductively coupled to alkane dimers by reaction with PPh3 catalyzed by (PPh3)2ReIO2 (1). The newly discovered catalytic reductive coupling reaction is a rare C-C bond-forming transformation of alcohols.
Redox-neutral α-allylation of amines by combining palladium catalysis and visible-light photoredox catalysis
Xuan, Jun,Zeng, Ting-Ting,Feng, Zhu-Jia,Deng, Qiao-Hui,Chen, Jia-Rong,Lu, Liang-Qiu,Xiao, Wen-Jing,Alper, Howard
supporting information, p. 1625 - 1628 (2015/01/30)
An unprecedented α-allylation of amines was achieved by combining palladium catalysis and visible-light photoredox catalysis. In this dual catalysis process, the catalytic generation of allyl radical from the corresponding π-allylpalladium intermediate wa
Iridium-catalyzed allyl-allyl cross-coupling of allylic carbonates with (E)-1,3-diarylpropenes
Yuan, Qianjia,Yao, Kun,Liu, Delong,Zhang, Wanbin
, p. 11834 - 11836 (2015/07/15)
An efficient Ir-catalyzed allyl-allyl cross-coupling reaction of allylic carbonates with (E)-1,3-diarylpropenes was developed to form linear allylated products, 1,5-dienes, regioselectively in excellent yields and with high turnover numbers (up to 2000 S/
