Facile Access to Diverse Libraries of Internal Alkynes via Sequential Iododediazoniation/Decarboxylative Sonogashira Reaction in Imidazolium ILs without Ligand or Additive

被引:24
作者
Prabhala, Pavankumar [1 ]
Savanur, Hemantkumar M. [1 ]
Kalkhambkar, Rajesh G. [1 ]
Laali, Kenneth K. [2 ]
机构
[1] Karnatak Univ, Dept Chem, Karnatak Sci Coll, Dharwad 580001, Karnataka, India
[2] Univ North Florida, Dept Chem, 1 UNF Dr, Jacksonville, FL 32224 USA
关键词
Decarboxylative Sonogashira; Carboxylic acids; Iododediazoniation; Alkynes; Imidazolium; PALLADIUM; HALIDES;
D O I
10.1002/ejoc.201900093
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Convenient access to diverse libraries of internal alkynes via decarboxylative Sonogashira reaction of alkynyl-carboxylic acids with iodoarenes, employing imidazolium-ILs as solvent, along with piperidine-appended imidazolium [PAIM][NTf2] as task-specific basic IL is demonstrated, without the need for any ligand or additive. The feasibility to perform these reactions by sequential one-pot iododediazoniation/decarboxylative Sonogashira reaction is also shown, and the scope of the methods is underscored by providing 29 examples. The potential for recycling and reuse of the IL solvent is also examined.
引用
收藏
页码:2061 / 2064
页数:4
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