Tetrahedron

Synthesis of 2-alkynylquinolines from 2-chloro and 2, 4-dichloroquinoline via Pd/C-catalyzed coupling reaction in water

EA Reddy, DK Barange, A Islam, K Mukkanti, M Pal

Index: Reddy, Ellanki Amarender; Barange, Deepak Kumar; Islam, Aminul; Mukkanti; Pal, Manojit Tetrahedron, 2008 , vol. 64, # 30-31 p. 7143 - 7150

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Citation Number: 40

Abstract

The Pd/C–CuI–PPh3 catalyst system facilitated Sonogashira coupling of 2-chloroquinoline and 2, 4-dichloroquinoline with terminal alkynes in water without generating any significant side products. A variety of 2-alkynylquinolines were prepared from 2-chloroquinoline in good to excellent yields and the 2, 4-dichloroquinoline afforded monosubstituted product ie, 2-alkynyl-4-chloro quinoline with high regioselectivity. The methodology was found to be ...

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