Wanfei Yang’s research while affiliated with South China University of Technology and other places

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Publications (5)


ChemInform Abstract: Palladium-Catalyzed Aerobic Oxidative Double Allylic C-H Oxygenation of Alkenes: A Novel and Straightforward Route to α,β-Unsaturated Esters.
  • Article

May 2015

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20 Reads

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35 Citations

Chemical Communications

Huanfeng Jiang

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Wanfei Yang

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Huoji Chen

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[...]

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Wanqing Wu

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished in 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 Cascade Annulation To Construct Functionalized β- and γ-Lactones in Ionic Liquids

December 2014

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61 Reads

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2 Citations

ChemInform

A highly efficient and mild palladium-catalyzed, one-pot, four-step cascade annulation has been developed to afford functionalized β- and γ-lactones in moderate to good yields with high regio- and diastereoselectivities in ionic liquids. The employment of ionic liquids under mild reaction conditions makes this transformation green and practical. Especially, this reaction provided a novel and convenient methodology for the construction of naturally occurring biologically active β- and γ-lactones.


Palladium‐Catalyzed Cascade Annulation To Construct Functionalized β‐ and γ‐Lactones in Ionic Liquids

July 2014

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40 Reads

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111 Citations

A highly efficient and mild palladium-catalyzed, one-pot, four-step cascade annulation has been developed to afford functionalized beta- and gamma-lactones in moderate to good yields with high regio- and diastereoselectivities in ionic liquids. The employment of ionic liquids under mild reaction conditions makes this transformation green and practical. Especially, this reaction provided a novel and convenient methodology for the construction of naturally occurring biologically active beta- and gamma-lactones.


ChemInform Abstract: Palladium-Catalyzed Aerobic Oxidative Allylic C-H Arylation of Alkenes with Polyfluorobenzenes.

May 2014

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23 Reads

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55 Citations

ChemInform

An aerobic oxidative cross-coupling reaction of alkenes with polyfluorobenzenes, through palladium-catalyzed allylic C-H activation, is reported. This attractive route provides a new way to forge allylic C-C bonds of valuable products, in good yields, with high regioselectivity.


ChemInform Abstract: Palladium-Catalyzed Regioselective Azidation of Allylic C-H Bonds under Atmospheric Pressure of Dioxygen.

April 2014

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26 Reads

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56 Citations

Organic & Biomolecular Chemistry

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.

Citations (5)


... Synthesis of b-lactone derivatives (1027, Scheme 444) via onepot cascade annulation of alkynoate (1025) with but-3-enoic acid (1026) catalyzed by palladium chloride (PdCl 2 ) and silver nitrate (AgNO 3 ) has been achieved by Jiang and co-workers in 1-ethyl hydroxyl-3-methylimidazolium chloride [C 2 OHmim][Cl] and acetonitrile (5:1) at rt for 12-24 h [623]. The ILs promoted the activation of Pd catalysts which promoted trans-chloropalladation of 1025 to get vinyl palladium, followed by insertion of 1026 and reductive elimination to yield 1027. ...

Reference:

Recent advancements of applications of ionic liquids in synthetic construction of heterocyclic scaffolds: A spotlight
Palladium‐Catalyzed Cascade Annulation To Construct Functionalized β‐ and γ‐Lactones in Ionic Liquids
  • Citing Article
  • July 2014

... Since 2014, we have also successively developed as eries of aerobico xidative allylic CÀHf unctionalizations of alkenes, withO 2 as the sole oxidant participating in the cycle (Scheme 28). Many different kinds of allylic polyfluoroarene derivatives, [46] allylic azides, [47] a,b-unsaturated esters, [48] quinoline derivatives, [49] a,b-unsaturated aldehydes, and allylic alcohols [50] were appliedi nt his system. ...

ChemInform Abstract: Palladium-Catalyzed Aerobic Oxidative Double Allylic C-H Oxygenation of Alkenes: A Novel and Straightforward Route to α,β-Unsaturated Esters.
  • Citing Article
  • May 2015

Chemical Communications

... ILs were usually used as green reaction media because of their unique chemical and physical properties, such as high thermal stabilities, negligible vapor pressures, and nonflammability[39][40][41][42][43][44]. Recently, ILs have been employed as solvents in transition-metal-catalyzed C–H activation reactions[45][46][47][48][49]. However, it is important to note that there are few examples of the C–H bond activation reaction using classical heterocyclic ionic liquids as promoters or catalysts. ...

Palladium-Catalyzed Cascade Annulation To Construct Functionalized β- and γ-Lactones in Ionic Liquids
  • Citing Article
  • December 2014

ChemInform

... An example is Nakamura and co-workers' seminal report of the iron-catalysed direct allylic arylation of olefins via C-H activation; Grignard reagents were required, which limited the functional group tolerance of the method (Fig. 1a) 14 . Further related developments have since been made by our group and others via an oxidative mechanism using boronic acids 15-18 or electron-poor arenes 19,20 . ...

ChemInform Abstract: Palladium-Catalyzed Aerobic Oxidative Allylic C-H Arylation of Alkenes with Polyfluorobenzenes.
  • Citing Article
  • May 2014

ChemInform

... Furthermore, the synthesis of allylic azide from alkenes has been accomplished through C-H oxidation. One example is the direct azidation of certain alkenes, as reported by Jiang [24]. Jiang's method utilizes palladium catalysts in conjunction with molecular oxygen and affords moderate yields after a 24 h reaction period. ...

ChemInform Abstract: Palladium-Catalyzed Regioselective Azidation of Allylic C-H Bonds under Atmospheric Pressure of Dioxygen.
  • Citing Article
  • April 2014

Organic & Biomolecular Chemistry