A Convenient Synthesis of Functionalised 1??Aryl??1, 3??alkadiynes

…, VN Sorokoumov, SN Morozkina…

Index: Balova, Irina A.; Sorokoumov, Victor N.; Morozkina, Svetlana N.; Vinogradova, Olga V.; Knight, David W.; Vasilevsky, Sergey F. European Journal of Organic Chemistry, 2005 , # 5 p. 882 - 888

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Citation Number: 16

Abstract

Abstract A two-step, one-pot synthesis of functionalised 1-arylalka-1, 3-diynes is described. A key feature in this approach is exploitation of the “acetylene zipper” reaction to obtain terminal 1, 3-alkadiynes 3 from internal isomers 1. Without isolation, but after protonation, the 1, 3-alkadiynes 3 are subjected to subsequent Pd/Cu-catalyzed Sonogashira cross- couplings with aryl iodides having both electron-withdrawing and electron-donating ...