Highly Efficient Palladium‐Catalyzed Allylic Alkylation of Cyanoacetamides with Controllable and Chemoselective Mono‐ and Double Substitutions | Zendy

Gao PeiSen | Zendy; Li Ning | Zendy; Zhang JinLei | Zendy; Zhu ZhuangLi | Zendy; Gao ZiWei | Zendy; Sun HuaMing | Zendy; Zhang WeiQiang | Zendy; Xu LiWen | Zendy

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Highly Efficient Palladium‐Catalyzed Allylic Alkylation of Cyanoacetamides with Controllable and Chemoselective Mono‐ and Double Substitutions

Author(s) -

Gao PeiSen,

Li Ning,

Zhang JinLei,

Zhu ZhuangLi,

Gao ZiWei,

Sun HuaMing,

Zhang WeiQiang,

Xu LiWen

Publication year - 2016

Publication title -

chemcatchem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.497

H-Index - 106

eISSN - 1867-3899

pISSN - 1867-3880

DOI - 10.1002/cctc.201601021

Subject(s) - regioselectivity , chemistry , ligand (biochemistry) , catalysis , palladium , ethylene glycol , triazine , combinatorial chemistry , peg ratio , phosphine , yield (engineering) , alkylation , organic chemistry , polymer chemistry , materials science , biochemistry , receptor , finance , economics , metallurgy

It was found that catalytic allylation of various cyanoacetamides proceeded smoothly and efficiently in environmentally benign PEG‐400 (PEG=poly(ethylene glycol)) in the presence of Pd(OAc) 2 and novel triazine‐derived multifunctional ligand L1 , with which this reaction could afford the structurally diverse mono‐ and double allylated adducts in good to excellent yields as well as good chemo‐ and regioselectivity. In addition, this Pd/ L1 /PEG‐400 catalyst system could be recycled for five runs with good yield and high efficiency, which supported the notion that the triazine‐containing Schiff base based phosphine ligand could be a multifunctional and reusable ligand encapsulated in PEG‐400.

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