Tetrahedron

Synthesis of n-chloroquinolines and n-ethynylquinolines (n= 2, 4, 8): homo and heterocoupling reactions

JG Rodríguez, C de los Rios, A Lafuente

Index: Rodriguez, J. Gonzalo; De Los Rios, Cristobal; Lafuente, Antonio Tetrahedron, 2005 , vol. 61, # 38 p. 9042 - 9051

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Citation Number: 30

Abstract

The n-(ethynyl) quinolines were satisfactorily prepared by heterocoupling reaction between the appropriate n-chloroquinoline and 2-methyl-3-butyn-2-ol, catalyzed by palladium, followed by treatment with a catalytic amount of powdered sodium hydroxide in toluene. The n-(ethynyl) quinolines were transformed in the corresponding conjugate 1, 4-bis [n′- (quinolyl)] buta-1, 3-diynes by oxidative dimerization, catalyzed by cuprous chloride, with ...

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