Ru (II)-and Pt (II)-Catalyzed Cycloisomerization of ω-Aryl-1-alkynes. Generation of Carbocationic Species from Alkynes and Transition Metal Halides and Its …

N Chatani, H Inoue, T Ikeda…

Index: Chatani, Naoto; Inoue, Hiroki; Ikeda, Tsutomu; Murai, Shinji Journal of Organic Chemistry, 2000 , vol. 65, # 16 p. 4913 - 4918

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Citation Number: 120

Abstract

The treatment of aryl-1-alkynes, such as 4-aryl-1-butyne, 5-aryl-1-pentyne, and 6-aryl-1- hexyne, with catalytic amounts of transition metal chlorides, such as PtCl2 and [RuCl2 (CO) 3] 2, at 80° C in toluene results in cycloisomerization to give dihydronaphthalenes or dihydrobenzocycloheptenes, in which the cyclization mode is dependent on the length of the tethers. The reaction is limited to substrates containing terminal alkynes. A key step of the ...