Tetrahedron

Synthesis of unsymmetrically disubstituted ethynes by the palladium/copper (I)-cocatalyzed sila-Sonogashira–Hagihara coupling reactions of alkynylsilanes with aryl …

Y Nishihara, E Inoue, S Noyori, D Ogawa, Y Okada…

Index: Nishihara, Yasushi; Inoue, Eiji; Noyori, Shintaro; Ogawa, Daisuke; Okada, Yoshiaki; Iwasaki, Masayuki; Takagi, Kentaro Tetrahedron, 2012 , vol. 68, # 24 p. 4869 - 4881

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Citation Number: 14

Abstract

In this paper, we explore the copper/palladium-cocatalyzed cross-coupling reactions of 1- aryl-2-trimethylsilylethynes with aryl iodides, bromides, and chlorides as coupling partners, to furnish unsymmetrically disubstituted ethynes in moderate to excellent yields. Various aryl iodides were subjected to reaction under the optimized conditions with 5mol% of Pd (PPh3) 2 and 50mol% of CuCl. The steric properties of the aryl iodide proved more influential to ...

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