α-cyanosulfone | 1247545-85-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: α-cyanosulfone
• 英文别名: 2-Propan-2-ylsulfonylpropanenitrile
• CAS: 1247545-85-2
• 化学式: C₆H₁₁NO₂S
• 分子量: 161.225
• InChiKey: CSFLNPZRGPZVPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  66.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α-cyanosulfone 、 4-氯苄溴 在 C₅₁H₄₃Cl₂F₆N₄O⁽¹⁺⁾*Br^(1-) 、 potassium hydroxide 作用下， 以 水 、 均三甲苯 为溶剂， 反应 24.0h， 以81%的产率得到
  参考文献：
  名称：

  Asymmetric Alkylation of α-Cyanosulfones Catalyzed by Chiral 1,2,3-Triazolium Salts

  摘要：

  Chiral 1,2,3-triazolium salt-catalyzed asymmetric phase-transfer alkylation of a-cyanosulfones has been developed. This protocol is applicable to a variety of benzylic and allylic halides and cyanosulfones, affording chiral sulfones possessing tetrasubstituted carbons in excellent yields with good-to-high enantioselectivities.

  DOI：

  10.3987/com-13-s(s)121

文献信息

• Catalytic asymmetric Mannich-type reactions of α-cyano α-sulfonyl carbanions
  作者：Kohsuke Ohmatsu、Ayano Goto、Takashi Ooi

  DOI：10.1039/c2cc32398b

  日期：——

  An efficient asymmetric Mannich-type reaction of alpha-cyano alpha-sulfonyl carbanions has been achieved by exploiting the structural modularity and anion-recognition ability of chiral 1,2,3-triazolium ions. This protocol has proven to be applicable to a variety of N-Boc imines and cyanosulfones, affording beta-amino alpha-cyanosulfones in excellent yields with high stereoselectivities.

  通过利用手性1,2,3-三唑鎓离子的结构模块性和阴离子识别能力，已经实现了α-氰基α-磺酰基碳负离子的有效不对称曼尼希型反应。该协议已被证明适用于多种N-Boc亚胺和氰基砜，以高收率和高立体选择性提供β-氨基α-氰基砜。
• Asymmetric Alkylation of α-Cyanosulfones Catalyzed by Chiral 1,2,3-Triazolium Salts
  作者：Takashi Ooi、Kohsuke Ohmatsu、Yusuke Hakamata、Ayano Goto

  DOI：10.3987/com-13-s(s)121

  日期：——

  Chiral 1,2,3-triazolium salt-catalyzed asymmetric phase-transfer alkylation of a-cyanosulfones has been developed. This protocol is applicable to a variety of benzylic and allylic halides and cyanosulfones, affording chiral sulfones possessing tetrasubstituted carbons in excellent yields with good-to-high enantioselectivities.