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Unexpected Solvent-Free Cycloadditions of 1,3-Cyclohexanediones to 1-(Pyridin-2-yl)-enones Mediated by Manganese(III) Acetate in a Ball Mill.

  作者 Wang, Guan-Wu;Dong, Ya-Wei;Wu, Ping;Yuan, Ting-Ting;Shen, Ye-Bing;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-18;  页码  7088-7095  
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[摘要]Under solvent-free ball-milling conditions, manganese(III) acetate dihydrate-mediated cycloaddns. of 5,5-dimethyl-1,3-cyclohexanedione and 1,3-cyclohexanedione to various 1-(pyridin-2-yl)-enones proceeded efficiently to afford trans-2-acyl-3-aryl/alkyl-2,3,6,7-tetrahydro-4(5H)-benzofuranone derivs., e.g. I (R = Ph, 4-O2NC6H4, 3,4-Cl2C6H3, etc.). The cyclization reactions exhibited good to excellent yields, as well as extremely high acetate behaved both as an oxidant and as a Lewis acid.

 
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