Rapid ruthenium-catalyzed synthesis of pyranopyrandiones by reconstructive carbonylation of cyclopropenones involving C-C bond cleavage

被引:97
作者
Kondo, T [1 ]
Kaneko, Y [1 ]
Taguchi, Y [1 ]
Nakamura, A [1 ]
Okada, T [1 ]
Shiotsuki, M [1 ]
Ura, Y [1 ]
Wada, K [1 ]
Mitsudo, T [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Sakyo Ku, Kyoto 6068501, Japan
关键词
D O I
10.1021/ja0260521
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pyranopyrandiones were prepared by a novel ruthenium-catalyzed carbonylative dimerization of cyclopropenones via C-C bond cleavage. For example, treatment of dipropylcyclopropenone with a catalytic amount of Ru3(CO)12 and NEt3 in THF under 15 atm of carbon monoxide at 140 °C for 20 h gave a novel functional monomer, 3, 4, 7, 8-tetrapropylpyrano[6, 5-e]pyran-2, 6-dione, in an isolated yield of 81%. Unsymmetrically substituted pyranopyrandiones were also obtained by ruthenium-catalyzed carbonylative coupling of cyclopropenones with alkynes under similar reaction conditions. Copyright © 2002 American Chemical Society.
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页码:6824 / 6825
页数:2
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