(E)-5-methyl-1-(pyridin-2-yl)hex-2-en-1-one | 1057654-88-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-5-methyl-1-(pyridin-2-yl)hex-2-en-1-one
• CAS: 1057654-88-2
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: FXRSRHFEHWVDAU-VMPITWQZSA-N

反应信息

• 作为反应物：
  描述：

  (E)-5-methyl-1-(pyridin-2-yl)hex-2-en-1-one 、 5,5-二甲基-1,3-环己二酮 在 manganese(III) triacetate dihydrate 作用下， 反应 1.0h， 以57%的产率得到trans-3-isobutyl-6,6-dimethyl-2-picolinoyl-2,3,6,7-tetrahydrobenzofuran-4(5H)-one
  参考文献：
  名称：

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

  摘要：

  Under solvent-free ball-milling conditions, manganese(III) acetate dihydrate-mediated cycloadditions 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 derivatives. The cyclization reactions exhibited good to excellent yields, as well as extremely high diastereoselectivity and unexpected regioselectivity. Manganese(III) acetate behaved both as an oxidant and as a Lewis acid.

  DOI：

  10.1021/jo800870z