(2-Cyclohexyliden-ethyl)phenylsulfon | 21378-28-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-Cyclohexyliden-ethyl)phenylsulfon
• 英文别名: (2-Cyclohexylidene-ethyl)-phenyl sulfone；2-cyclohexylideneethylsulfonylbenzene
• CAS: 21378-28-9
• 化学式: C₁₄H₁₈O₂S
• 分子量: 250.362
• InChiKey: JLDKJTLDCPUTSM-UHFFFAOYSA-N

物化性质

• 熔点：
  70 °C(Solv: isopropyl ether (108-20-3))
• 沸点：
  420.2±28.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-Cyclohexyliden-ethyl)phenylsulfon 在 正丁基锂 、 三溴化磷 、 三乙基硼氢化锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 为溶剂， 反应 8.5h， 生成 [(E)-6-bromo-4-methylhex-4-enylidene]cyclohexane
  参考文献：
  名称：

  锰（III）促进类萜的β-酮酯衍生物的串联氧化和环化

  摘要：

  已经开发出一种由β-酮酸酯部分指导的新型萜类环化，该过程通过锰（III）引发的β-酮酯的氧化，然后与萜类链发生分子内杂Diels-Alder反应。该反应在温和条件下以高收率和立体选择性产生多环二氢吡喃。

  DOI：

  10.1002/adsc.201100215
• 作为产物：
  描述：

  环己酮 在 三溴化磷 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 2.5h， 生成 (2-Cyclohexyliden-ethyl)phenylsulfon
  参考文献：
  名称：

  锰（III）促进类萜的β-酮酯衍生物的串联氧化和环化

  摘要：

  已经开发出一种由β-酮酸酯部分指导的新型萜类环化，该过程通过锰（III）引发的β-酮酯的氧化，然后与萜类链发生分子内杂Diels-Alder反应。该反应在温和条件下以高收率和立体选择性产生多环二氢吡喃。

  DOI：

  10.1002/adsc.201100215

文献信息

• Selective C−S Bond Formation via Fe-Catalyzed Allylic Substitution
  作者：Markus Jegelka、Bernd Plietker

  DOI：10.1021/ol901297s

  日期：2009.8.6

  In contrast to the formation of C−O and C−N bonds it was only recently that the selective C−S bond formation by means of transition metal complexes moved more into the center of research. This is somewhat surprising given the fact that the sulfur atom in a functional group can possess different oxygenation levels which correspond to different chemical properties and reaction portfolios. Herein we wish

  与C-O和C-N键的形成相反，只是最近才通过过渡金属络合物形成选择性C-S键进入了研究的中心。考虑到官能团中的硫原子可以具有不同的氧合水平，这对应于不同的化学性质和反应组合，这有点令人惊讶。在此，我们希望传达一种区域选择性的铁催化的烯丙基磺化方法，该方法可以制备各种手性芳基烯丙基砜，且产率高至优异。
• Free radical additions of α-iodoalkylphenyl, sulfones to alkenes
  作者：Marek Masnyk

  DOI：10.1016/s0040-4039(00)79738-3

  日期：1991.7

  Atom transfer free radical additions of α-iodoalkylphenyl sulfones to alkenes are described.

  描述了α-碘代烷基苯基砜到烯烃的原子转移自由基加成。
• Cyclopropanecarboxylic acids and esters
  申请人：Roussel-UCLAF

  公开号：US03997586A1

  公开（公告）日：1976-12-14

  Novel cyclopropanecarboxylic acids and esters of the formula ##STR1## wherein Z.sub.1 and Z.sub.2 are selected from the group consisting of hydrogen, alkyl, aralkyl, aryl, alkenyl non-conjugated with the cyclopropane ring, alkenyl non-conjugated with the cyclopropane ring, cycloalkyl, cycloalkenyl and heterocyclic; R is selected from the group consisting of OH and OR' in which R' is selected from the group consisting of lower alkyl which may be substituted, benzyl which may be substituted on the phenyl or methylene portion, N-methylene-dicarboximide, (5-benzyl-furyl-3) methyl, and a cyclopentene of the formula ##STR2## WHEREIN R" is selected from the group consisting of alkyl, alkynyl, alkenyl, aryl, aralkyl, cycloalkyl, cycloalkenyl and heterocyclic; A is a bivalent alkyl radical selected from the group consisting of ##STR3## WHEREIN R.sub.1 is selected from the group consisting of hydrogen and lower alkyl, R.sub.2 and R.sub.3 are selected from the group consisting of alkyl, alkynyl, alkenyl, aryl, aralkyl, cycloalkyl, cycloalkenyl and heterocyclic and taken together with the carbon atom to which they are attached form a ring selected from the group consisting of carbon homo rings and unsaturated carbon homo rings of 3 to 7 carbon atoms and heterocyclic rings which may be substituted with lower alkyl or lower alkoxy and R.sub.2 and R.sub.3 may together form a polycyclic aromatic radical, R.sub.4 is lower alkyl, R.sub.5 is selected from the group consisting of hydrogen and lower alkyl and R.sub.4 and R.sub.5 together with the carbon atoms to which they are attached may form a saturated or unsaturated carbon homo ring or a heterocyclic ring, Y is selected from the group consisting of methylene and a saturated or unsaturated carbon chain and Y' is selected from the group consisting of methine and a saturated or unsaturated carbon chain with the proviso that when Z.sub.1 and Z.sub.2 are methyl and R.sub.1 is hydrogen, R.sub.2 is other than methyl and their preparation.

  化合物的名称为新型环丙烷羧酸和酯，其化学式为##STR1## 其中Z.sub.1和Z.sub.2的取值包括氢、烷基、芳基烷基、芳基、非与环丙烷环共轭的烯基、非与环丙烷环共轭的烯基、环烷基、环烯基和杂环基；R的取值包括OH和OR'，其中R'的取值包括可被取代的低烷基、苯甲基（苯环或亚甲基部分可被取代）、N-亚甲基双酰亚胺、（5-苯甲基呋喃-3）甲基和化学式为##STR2## 其中R"的取值包括烷基、炔基、烯基、芳基、芳基烷基、环烷基、环烯基和杂环基；A是一种二价烷基基团，其取值包括##STR3## 其中R.sub.1的取值包括氢和低烷基，R.sub.2和R.sub.3的取值包括烷基、炔基、烯基、芳基、芳基烷基、环烷基、环烯基和杂环基，并且它们与它们附着的碳原子一起形成3到7个碳原子的碳同族环和不饱和碳同族环和可被取代的杂环，R.sub.2和R.sub.3可以一起形成多环芳香基团，R.sub.4是低烷基，R.sub.5的取值包括氢和低烷基，R.sub.4和R.sub.5与它们附着的碳原子一起可以形成饱和或不饱和的碳同族环或杂环，Y的取值包括亚甲基和饱和或不饱和的碳链，Y'的取值包括亚甲基和饱和或不饱和的碳链，但当Z.sub.1和Z.sub.2为甲基且R.sub.1为氢时，R.sub.2不为甲基。
• Cyclopropanecarboxylic acid chlorides
  申请人：Roussel Uclaf

  公开号：US04101574A1

  公开（公告）日：1978-07-18

  Novel cyclopropanecarboxylic acids and esters of the formula ##STR1## wherein Z.sub.1 and Z.sub.2 are selected from the group consisting of hydrogen, alkyl, aralkyl, aryl, alkenyl non-conjugated with the cyclopropane ring, alkynyl non-conjugated with the cyclopropane ring, cycloalkyl, cycloalkenyl and heterocyclic; R is selected from the group consisting of OH and OR' in which R' is selected from the group consisting of lower alkyl which may be substituted, benzyl which may be substituted on the phenyl or methylene portion, N-methylene-dicarboximide, (5-benzyl-furyl-3) methyl, and a cyclopentene of the formula ##STR2## WHEREIN R" is selected from the group consisting of alkyl, alkynyl, alkenyl, aryl, aralkyl, cycloalkyl, cycloalkenyl and heterocyclic; A is a bivalent alkyl radical selected from the group consisting of ##STR3## WHEREIN R.sub.1 is selected from the group consisting of hydrogen and lower alkyl, R.sub.2 and R.sub.3 are selected from the group consisting of alkyl, alkynyl, alkenyl, aryl, aralkyl, cycloalkyl, cycloalkenyl and heterocyclic and taken together with the carbon atom to which they are attached form a ring selected from the group consisting of carbon homo rings and unsaturated carbon homo rings of 3 to 7 carbon atoms and heterocyclic rings which may be substituted with lower alkyl or lower alkoxy and R.sub.2 and R.sub.3 may together form a polycyclic aromatic radical, R.sub.4 is lower alkyl, R.sub.5 is selected from the group consisting of hydrogen and lower alkyl and R.sub.4 and R.sub.5 together with the carbon atoms to which they are attached may form a saturated or unsaturated carbon homo ring or a heterocyclic ring, Y is selected from the group consisting of methylene and a saturated or unsaturated carbon chain and Y' is selected from the group consisting of methine and a saturated or unsaturated carbon chain with the proviso that when Z.sub.1 and Z.sub.2 are methyl and R.sub.1 is hydrogen, R.sub.2 is other than methyl and their preparation.

  新型环丙烷羧酸和酯的化学式为##STR1##其中Z.sub.1和Z.sub.2选自氢、烷基、芳基烷基、芳基、不与环丙烷环共轭的烯基、不与环丙烷环共轭的炔基、环烷基、环烯基和杂环基；R选自OH和OR'的群，其中R'选自下列群：可被取代的低烷基、苯甲基（可能在苯基或亚甲基部分上被取代）、N-亚甲基-二羧酐、（5-苯甲基呋喃-3）甲基和化学式为##STR2##其中R"选自烷基、炔基、烯基、芳基、芳基烷基、环烷基、环烯基和杂环基；A是二价烷基基团，选自下列群：##STR3##其中R.sub.1选自氢和低烷基，R.sub.2和R.sub.3选自烷基、炔基、烯基、芳基、芳基烷基、环烷基、环烯基和杂环基，并与它们所附着的碳原子一起形成选自下列群的环：含3至7个碳原子的碳同系环和不饱和碳同系环和杂环环，其中杂环环可能被低烷基或低烷氧基取代，R.sub.2和R.sub.3可以一起形成多环芳基基团，R.sub.4是低烷基，R.sub.5选自氢和低烷基，R.sub.4和R.sub.5与它们所附着的碳原子一起可以形成饱和或不饱和的碳同系环或杂环，Y选自亚甲基和饱和或不饱和的碳链，Y'选自甲基和饱和或不饱和的碳链，但当Z.sub.1和Z.sub.2为甲基，R.sub.1为氢，R.sub.2不为甲基时，不在此范围内。这些化合物的制备方法。
• Divergent upgrading pathways of sulfones with primary alcohols: nickel-catalyzed α-alkylation under N₂ and metal-free promoted β-olefination in open air
  作者：Haiping Yu、Kaiyue Fu、Guang Yang、Mengyu Liu、Peng Yang、Tao Liu

  DOI：10.1039/d2cc05882k

  日期：——

  Coupling of sulfones and alcohols catalyzed by Ni(OAc)₂/P(t-Bu)₃ undergoes α-alkylation while β-olefination proceeds in the presence of a base and air.

  在Ni(OAc)₂/P(t-Bu)₃的催化下，磺酰化合物和醇发生α-烷基化反应，而在存在碱和空气的情况下，β-烯丙基化反应会发生。