Tetrahedron letters

Remarkable reactivity enhancement with Sb⋯ N inter-coordination of ethynyl-1, 5-azastibocines in Pd-catalyzed cross-coupling reactions with organic halides

N Kakusawa, Y Tobiyasu, S Yasuike, K Yamaguchi…

Index: Kakusawa, Naoki; Tobiyasu, Yoshinori; Yasuike, Shuji; Yamaguchi, Kentaro; Seki, Hiroko; Kurita, Jyoji Tetrahedron Letters, 2003 , vol. 44, # 47 p. 8589 - 8592

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Citation Number: 18

Abstract

The reaction of 12-arylethynyl-6-methyl-5, 6, 7, 12-tetrahydrodibenzo [c, f][1, 5]- azastibocines with organic halides such as acyl halides and aryl halides in the presence of PdCl2 (PPh3) 2 as a catalyst led to the formation of cross-coupling products, alkynyl ketones and diaryl acetylenes, in good yields. The reactivity of the ethynyl group on the 1, 5- azastibocines was far superior to that on diphenyl (phenylethynyl) stibane, which brought ...