(10-Chloro-8-azaspiro[4.5]decan-8-yl)-phenylmethanone | 1000789-55-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (10-Chloro-8-azaspiro[4.5]decan-8-yl)-phenylmethanone
• CAS: 1000789-55-8
• 化学式: C₁₆H₂₀ClNO
• 分子量: 277.794
• InChiKey: YQHCEYBVKRDPAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-[1-(1-chloroethenyl)cyclopentyl]-N-phenylsulfanylethanamine 、 苯甲酰氯 在 偶氮二异丁腈 、 三正丁基氢锡 、 三乙胺 作用下， 以 苯 为溶剂， 以66%的产率得到(10-Chloro-8-azaspiro[4.5]decan-8-yl)-phenylmethanone
  参考文献：
  名称：

  5-Exo versus 6-Endo Cyclization of Primary Aminyl Radicals:  An Experimental and Theoretical Investigation

  摘要：

  The cyclization of neutral primary pent-4-enylaminyl radicals was investigated experimentally and theoretically. Unlike the corresponding secondary aminyl radicals, primary pent-4-enylaminyl radicals underwent efficient cyclization to afford the pyrrolidine and/or piperidine products in good to high yields. While the simple pent-4-enylaminyl radical gave predominately the 5-exo, cyclization product, 4-chloropent-4-enylarninyl radicals led to the formation of the corresponding 6-endo cyclization products in excellent regioselectivity. Theoretical calculations revealed that the 5-exo cyclization rate of primary aminyl radicals is about 3-4 orders of magnitude higher than that of secondary aminyl radicals.

  DOI：

  10.1021/jo7015967

文献信息

• 5-<i>Exo</i> versus 6-<i>Endo</i> Cyclization of Primary Aminyl Radicals:  An Experimental and Theoretical Investigation
  作者：Feng Liu、Kun Liu、Xinting Yuan、Chaozhong Li

  DOI：10.1021/jo7015967

  日期：2007.12.1

  The cyclization of neutral primary pent-4-enylaminyl radicals was investigated experimentally and theoretically. Unlike the corresponding secondary aminyl radicals, primary pent-4-enylaminyl radicals underwent efficient cyclization to afford the pyrrolidine and/or piperidine products in good to high yields. While the simple pent-4-enylaminyl radical gave predominately the 5-exo, cyclization product, 4-chloropent-4-enylarninyl radicals led to the formation of the corresponding 6-endo cyclization products in excellent regioselectivity. Theoretical calculations revealed that the 5-exo cyclization rate of primary aminyl radicals is about 3-4 orders of magnitude higher than that of secondary aminyl radicals.