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1',2'-dihydro-1,2',2'-trimethylspiropyridine> | 141983-68-8

中文名称
——
中文别名
——
英文名称
1',2'-dihydro-1,2',2'-trimethylspiropyridine>
英文别名
1',2'-dihydro-1,2',2'-trimethylspiro(piperidine-4,3'(3H)-pyrrolo[2,3-b]pyridine);1',2,2-trimethylspiro[1H-pyrrolo[2,3-b]pyridine-3,4'-piperidine]
1',2'-dihydro-1,2',2'-trimethylspiro<piperidine-4,3'(3H)-pyrrolo<2,3-b>pyridine>化学式
CAS
141983-68-8
化学式
C14H21N3
mdl
——
分子量
231.341
InChiKey
LEDSMGPXXUIBHM-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    2.1
  • 重原子数:
    17
  • 可旋转键数:
    0
  • 环数:
    3.0
  • sp3杂化的碳原子比例:
    0.64
  • 拓扑面积:
    28.2
  • 氢给体数:
    1
  • 氢受体数:
    3

反应信息

  • 作为产物:
    描述:
    参考文献:
    名称:
    Tertiary carbinamines by addition of organocerium reagents to nitriles and ketimines
    摘要:
    Organocerium reagents, prepared by reaction of aromatic and primary and secondary alkyllithium reagents with anhydrous cerium chloride, add to nitriles twice to give tertiary carbinamines in often excellent yields. Addition of n-BuCeCl2 to acetophenone is about 4 times faster than addition to benzonitrile. Only 1,2-diaddition is observed in the reaction of MeCeCl2 with cinnamonitrile. The species formed in the double addition of organocerium reagents to nitriles are sufficiently basic to generate a benzyne intermediate by abstraction of an aromatic proton and nucleophilic enough to undergo an intramolecular Chichibabin reaction. Reaction of N-unsubstituted ketimines or their lithium salts with organocerium reagents permits the synthesis of tertiary carbinamines with three different groups on the tertiary carbon center.
    DOI:
    10.1021/jo00042a037
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文献信息

  • Tertiary carbinamines by addition of organocerium reagents to nitriles and ketimines
    作者:Engelbert Ciganek
    DOI:10.1021/jo00042a037
    日期:1992.7
    Organocerium reagents, prepared by reaction of aromatic and primary and secondary alkyllithium reagents with anhydrous cerium chloride, add to nitriles twice to give tertiary carbinamines in often excellent yields. Addition of n-BuCeCl2 to acetophenone is about 4 times faster than addition to benzonitrile. Only 1,2-diaddition is observed in the reaction of MeCeCl2 with cinnamonitrile. The species formed in the double addition of organocerium reagents to nitriles are sufficiently basic to generate a benzyne intermediate by abstraction of an aromatic proton and nucleophilic enough to undergo an intramolecular Chichibabin reaction. Reaction of N-unsubstituted ketimines or their lithium salts with organocerium reagents permits the synthesis of tertiary carbinamines with three different groups on the tertiary carbon center.
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