Citation: Chao Guo YAN, Yun GE. Synthesis of Calix[4]resorcinarene Amide Derivatives[J]. Chinese Chemical Letters, ;2004, 15(9): 1019-1021. shu

Synthesis of Calix[4]resorcinarene Amide Derivatives

Chao Guo YAN ,
Yun GE

College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002

Received Date: 18 July 2003

Three different synthetic routes were developed to introduce carbamoyloxy functional groups at the upper periphery of two calix[4]resorcinarenes. By treating activated esters 2a-b with excess corresponding amine such as 3-(dimethylamino)propylamine 3, α-phenethylamine 4 and triethylenetetramine 5, six amide derivatives 6a~8b were obtained in high yield (Route 1). The pyridine-linked amide derivatives 9a-b were prepared by using acid chloride intermediate (Route 2). The amide derivatives 10a-b were obtained in moderate yields by direct alkylation of phenolic hydroxyl groups of 1a-b with N,N-dipropylchloroacetoamide in the presence of K₂CO₃/KI in acetone (Route 3).
- Calix[4]resorcinarene,
- amide,
- supramolecular chemistry
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