77446-17-4Relevant academic research and scientific papers
Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones
Li, Chunsheng,Li, Meng,Zhong, Wentao,Jin, Yangbin,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 872 - 875 (2019/05/16)
The first examples of palladium-catalyzed allylic C-H oxidative allylation of sulfoxonium ylides to afford the corresponding conjugated dienones with moderate to good yields have been established. The features of this novel conversion include mild reaction conditions, wide substrate scope, and excellent regioselectivity.
Palladium-catalyzed allylic C-H oxidation under simple operation and mild conditions
Guo, Yunlong,Shen, Zengming
supporting information, p. 3103 - 3107 (2019/03/26)
We discovered an effective and simple system (Pd/BQ/air/r.t.) for making allylic alcohols through Pd-catalyzed allylic C-H bond functionalization. This approach exhibits advantages due to its simple operation, mild conditions, and environmentally benign features. By modifying reaction conditions, it can be suitable for preparing unsaturated aldehydes, allylic esters, ethers, and amines.
Carbonylative Transformation of Allylarenes with CO Surrogates: Tunable Synthesis of 4-Arylbutanoic Acids, 2-Arylbutanoic Acids, and 4-Arylbutanals
Wu, Fu-Peng,Li, Da,Peng, Jin-Bao,Wu, Xiao-Feng
supporting information, p. 5699 - 5703 (2019/08/01)
In this Communication, procedures for the selective synthesis of 4-arylbutanoic acids, 2-arylbutanoic acids, and 4-arylbutanals from the same allylbenzenes have been developed. With formic acid or TFBen as the CO surrogate, reactions proceed selectively and effectively under carbon monoxide gas-free conditions.
Palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane: Synthesis of homoallylic boronic esters
Li, Chunsheng,Li, Meng,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 66 - 69 (2017/12/27)
A palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane to afford the corresponding homoallylic organoboronic esters with moderate to excellent yields is reported. This novel transformation provides an efficient strategy for the construction of homoallylic organoboronic esters in one step with a broad substrate scope. It is proposed that the palladium-catalyzed oxidative allylic C-H bond activation process may be involved in the catalytic cycle.
Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters
Yang, Wanfei,Chen, Huoji,Li, Jianxiao,Li, Chunsheng,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 9575 - 9578 (2015/06/08)
A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic C-H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.
Palladium-catalyzed regioselective azidation of allylic C-H bonds under atmospheric pressure of dioxygen
Chen, Huoji,Yang, Wanfei,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 3340 - 3343 (2014/05/20)
A palladium-catalyzed allylic azidation of alkenes with sodium azide under atmospheric pressure of dioxygen was developed. This methodology provides a new efficient and simple route for accessing allylic azides. Furthermore, the one-pot process consisting of Pd-catalyzed allylic azidation of alkenes and Cu-catalyzed 1,3-dipolar cycloaddition led directly to the 1,2,3-triazole from the alkene. The formed allylic azide can be also in situ reduced to the allylic amine or oxidized to the alkenyl nitrile. the Partner Organisations 2014.
Highly regioselective palladium-catalysed oxidative allylic C-H carbonylation of alkenes
Chen, Huoji,Cai, Congbi,Liu, Xiaohang,Li, Xianwei,Jiang, Huanfeng
supporting information; scheme or table, p. 12224 - 12226 (2011/12/14)
Pd-catalysed direct oxidative carbonylation of allylic C-H bonds with carbon monoxide was first described. This new procedure shows that the inherent requirement for a leaving group in the Tsuji-Trost palladium-catalysed allylic carbonylation can be lifted, which provides a new route for accessing more synthetically useful β-enoic acid esters with high regioselectivity. The Royal Society of Chemistry 2011.
Practical iron-catalyzed allylations of aryl grignard reagents
Mayer, Matthias,Czaplik, Waldemar M.,Von Wangelin, Axel Jacobi
supporting information; experimental part, p. 2147 - 2152 (2010/12/18)
An operationally simple iron-catalyzed reductive cross-coupling reaction between aryl halides and allyl electrophiles has been developed. The underlying domino process exhibits high versatility with respect to the allylic leaving group (acetate, tosylate, diethyl phosphate, methyl carbonate, trimethylsilanolate, methanethiolate, chloride, bromide) and high economic and environmental sustainability with respect to the catalyst system (0.2-5 mol% tris(acetylacetonato)iron(III), ligand-free) and reaction conditions (tetrahydrofuran, 0°C, 45 min).
Activated monoorganotins for the modified stille coupling reaction with triflates
Fouquet, Eric,Rodriguez, Alain L.
, p. 1323 - 1324 (2007/10/03)
The in situ preparation and activation of monoorganotins, with a fluoride source, is shown to be a convenient and efficient procedure for the coupling reaction with alkenyl and aryl triflates.
