肉桂基三甲基碘化铵 | 55698-46-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 肉桂基三甲基碘化铵
• 英文名称: cinnamyltrimethylammonium iodide
• 英文别名: trimethyl-trans-cinnamyl-ammonium; iodide；Trimethyl-trans-cinnamyl-ammonium; Jodid；Cinnamyl-trimethyl-ammonium; Jodid；Trimethylcinnamylammoniumjodid；Cinnamyl-trimethylammonium iodide；trimethyl-[(E)-3-phenylprop-2-enyl]azanium;iodide
• CAS: 55698-46-9
• 化学式: C₁₂H₁₈N*I
• 分子量: 303.186
• InChiKey: IWEVOGUCAHZORO-HCUGZAAXSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.59
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二甲基丙二酸钠 、 肉桂基三甲基碘化铵 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (E)-2-(3-phenyl-allyl) malonic acid dimethyl ester 、 dimethyl 2-(1-phenylallyl)malonate 、 (E,E)-dimethyl 1,7-diphenyl-1,6-heptadien-4,4-dicarboxylate
  参考文献：
  名称：

  Chirality transfer in palladium catalyzed reactions of allylammonium salts

  摘要：

  Optically active 1-isobutyl-2(Z)-butenyltrimethylammonium iodide (10) underwent allylation with dimethyl sodiomalonate in the presence of a palladium(0) catalyst. The reaction proceeded predominantly with 1,3 transposition and with inversion of configuration due probably to a prior isomerization from anti to syn-pi-allylpalladium intermediate (14-->15). The stereochemistry observed in the reaction with phenylzinc chloride was opposite to that with the soft nucleophile.

  DOI：

  10.1016/0957-4166(95)00021-g
• 作为产物：
  描述：

  肉桂基氯 在 甲醇 、 乙醇 、 氨 作用下， 生成 肉桂基三甲基碘化铵
  参考文献：
  名称：

  Emde, Archiv der Pharmazie, 1906, vol. 244, p. 291

  摘要：

  DOI：

文献信息

• Deaminative Arylation and Alkenyaltion of Aliphatic Tertiary Amines with Aryl and Alkenylboronic Acids via Nitrogen Ylides
  作者：Jianke Su、Chengbo Li、Xinyuan Hu、Yu Guo、Qiuling Song

  DOI：10.1002/anie.202212740

  日期：2022.12.23

  arylation and alkenylation of tertiary amines with aryl and alkenylboronic acids is enabled by difluorocarbene under transition-metal-free conditions. This protocol represents a novel reaction mode which succeeded in the construction of Csp3−Csp2 bonds via an in situ formed nitrogen ylide from tertiary amines (propargyl amines, allyl amines and 1H-indol-3-yl methane amines) and difluorocarbene with aryl and

  在无过渡金属的条件下，二氟卡宾能够实现叔胺与芳基和烯基硼酸的有效且通用的脱氨芳基化和烯基化。该协议代表了一种新的反应模式，它通过叔胺（炔丙基胺、烯丙基胺和 1H-吲哚-3-基甲烷胺）和二氟卡宾原位形成的氮叶立德成功地构建了 C sp 3 -C sp 2键与芳基和烯基硼酸。
• 40. Synthetic mydriatics. Diphenylchloroacetyl chloride as a reagent for the preparation of benzilic esters of tertiary amino-alcohols
  作者：F. E. King、D. Holmes

  DOI：10.1039/jr9470000164

  日期：——
• Chirality transfer in palladium catalyzed reactions of allylammonium salts
  作者：Takayuki Doi、Arata Yanagisawa、Masahiro Miyazawa、Keiji Yamamoto

  DOI：10.1016/0957-4166(95)00021-g

  日期：1995.2

  Optically active 1-isobutyl-2(Z)-butenyltrimethylammonium iodide (10) underwent allylation with dimethyl sodiomalonate in the presence of a palladium(0) catalyst. The reaction proceeded predominantly with 1,3 transposition and with inversion of configuration due probably to a prior isomerization from anti to syn-pi-allylpalladium intermediate (14-->15). The stereochemistry observed in the reaction with phenylzinc chloride was opposite to that with the soft nucleophile.
• Emde, Archiv der Pharmazie, 1906, vol. 244, p. 291
  作者：Emde

  DOI：——

  日期：——