1, 1-cycloaddition of oxalyl dichloride with dialkenylmetal compounds: formation of cyclopentadienone derivatives by the reaction of 1, 4,-dilithio-1, 3-dienes or …

C Chen, C Xi, Y Jiang, X Hong

Index: Chen, Chao; Xi, Chanjuan; Jiang, Yanfeng; Hong, Xiaoyin Journal of the American Chemical Society, 2005 , vol. 127, # 22 p. 8024 - 8025

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Citation Number: 45

Abstract

1,4-Dilithio-1,3-dienes or zirconacyclopentadienes reacted with oxalyl chloride in the presence of CuCl in a 1,1-cycloaddition manner to give cyclopentadienone derivatives in high yields along with the elimination of CO. ... The initial experiment showed that reaction of organodilithium 1a with oxalyl chloride led to the formation of complex, inseparable mixture. Nevertheless, a trace amount of cyclopentadienone 3a was detected by GC−MS. This result may be explained ...