5-t-butylthiopent-1-yne | 79496-58-5

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 5-t-butylthiopent-1-yne
• 英文别名: 5-(tert-Butylsulfanyl)pent-1-yne；5-tert-butylsulfanylpent-1-yne
• CAS: 79496-58-5
• 化学式: C₉H₁₆S
• 分子量: 156.292
• InChiKey: SGUIFXGXOLWHSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-t-butylthiopent-1-yne 以94%的产率得到
  参考文献：
  名称：

  BELL, B. R.;COTTAM, P. D.;DAVIES, J.;JONES, D. N., J. CHEM. SOC. PERKIN TRANS., 1981, N 7, 2106-2115

  摘要：

  DOI：
• 作为产物：
  描述：

  4-戊炔-1-醇 在 吡啶 、 sodium isopropylate 作用下， 以 异丙醇 为溶剂， 反应 1.17h， 生成 5-t-butylthiopent-1-yne
  参考文献：
  名称：

  通过亚硫酸分子内和分子间加成到炔烃中合成烯基亚砜

  摘要：

  通过在140℃下热解ω-（叔丁基亚磺酰基）炔烃形成的炔基-ω-亚磺酸，在区域特异性地环化成2-亚甲基硫代环烷烃1-氧化物；以此方式未形成2-亚甲基噻吨-1-氧化物。通过加热二叔丁基亚砜而获得的2-甲基丙烷-2-磺酸，被区域选择性地加入到辛基-1-炔中，主要生成2-叔丁基亚磺酰基辛基-1-烯，后者本身会热分解为二辛烯基亚砜的混合物。通过链烷磺酸-二烷基硫的相互转化。通过1-氰基-2-烷基（或芳基）亚磺酰基乙烷的热分解可方便地生成苯甲磺酸，甲磺酸和乙氧基羰基甲磺酸，将它们在分子间加成至选择性地生成未活化和活化的炔烃中，从而以良好的产率得到链烯基亚砜。

  DOI：

  10.1039/p19810002106

文献信息

• Synthesis of New Functionally Substituted 9-Azabicyclo[4.2.1]nona-2,4,7-trienes by Cobalt(I)-Catalyzed [6π + 2π]-Cycloaddition of N-Carbocholesteroxyazepine to Alkynes
  作者：Gulnara N. Kadikova、Vladimir A. D’yakonov、Usein M. Dzhemilev

  DOI：10.3390/molecules26102932

  日期：——

  alkynes and 1,4-butynediol was performed for the first time under the action of the Co(acac)2(dppe)/Zn/ZnI2 three-component catalytic system. The reaction gave previously undescribed but promising 9-azabicyclo[4.2.1]nona-2,4,7-trienes (in 79–95% yields), covalently bound to a natural metabolite, cholesterol. The structure of the synthesized azabicycles was confirmed by analysis of one- and two-dimensional

  首次在Co(acac) 2 (dppe)/Zn/ZnI 2三组分作用下催化N-碳胆甾醇氮杂卓与功能取代末端炔烃和1,4-丁炔二醇的[6π + 2π]-环加成反应催化系统。该反应产生了先前未描述但有前途的 9-氮杂双环[4.2.1]nona-2,4,7-三烯（产率 79-95%），与天然代谢物胆固醇共价结合。通过一维和二维（ 1 H、 13 C、DEPT 13 C、COSY、NOESY、HSQC、HMBC）NMR 谱分析证实了合成的氮杂双环的结构。
• Targeted Synthesis of 9-Azabicyclo[4.2.1]nona-2,4,7-trienes by Cobalt(I)-Catalyzed [6π+2π]-Cycloaddition of Alkynes to <i>N</i> -Substituted Azepines and Their Antitumor Activity
  作者：Vladimir A. D'yakonov、Gulnara N. Kadikova、Ramil N. Nasretdinov、Lilya U. Dzhemileva、Usein M. Dzhemilev

  DOI：10.1002/ejoc.201901837

  日期：2020.2.7

  A broad range of practically valuable substituted 9‐azabicyclo[4.2.1]nona‐2,4,7‐trienes using the reaction of cobalt(I)‐catalyzed [6π+2π]‐cycloaddition of alkynes to N‐carbethoxy(phenoxy)azepines was obtained for the first time. The synthesized 9‐azabicyclo[4.2.1]nona‐2,4,7‐trienes were found to exhibit high antitumor activity in vitro against tumor cell lines.

  利用钴（I）催化炔烃的[6π+2π]-环加成反应到N-乙氧基（苯氧基）反应，广泛地应用了有价值的取代9-氮杂双环[4.2.1] nona-2,4,7-三烯首次获得了阿西平。发现合成的9-氮杂双环[4.2.1] nona-2,4,7-三烯在体外对肿瘤细胞系表现出高抗肿瘤活性。
• Diverse saturated heterocycles from a hydroacylation/conjugate addition cascade
  作者：Ndidi U. N. Iwumene、Daniel. F. Moseley、Robert D. C. Pullin、Michael C. Willis

  DOI：10.1039/d1sc06900d

  日期：——

  Rhodium-catalyzed hydroacylation using alkynes substituted with pendant nucleophiles, delivers linear α,β-unsaturated enone intermediates with excellent regioselectivity. These adducts are used to construct a broad range of diversely substituted, saturated O-, N- and S-heterocycles in a one-pot process. Judicious choice of cyclisation conditions enabled isolation of O-heterocycles with high levels

  使用被侧链亲核试剂取代的炔烃进行铑催化的加氢酰化，可产生具有优异区域选择性的线性 α,β-不饱和烯酮中间体。这些加合物用于在一锅法中构建各种不同取代的饱和 O-、N- 和 S- 杂环。环化条件的明智选择使得能够以高水平的非对映选择性分离O-杂环。还进行各种衍生反应，产生官能化的加氢酰化产物。该序列用作合成完全饱和杂环的通用方法。
• [EN] METAL COMPLEXES FOR USE IN BORON NEUTRON CAPTURE THERAPY<br/>[FR] COMPLEXES METALLIQUES DESTINES A ETRE UTILISES EN BORONEUTROTHERAPIE
  申请人：UNIV ADELAIDE

  公开号：WO2003006434A1

  公开（公告）日：2003-01-23

  A metal complex of formula (I): [(L)M-(X)-R]m-(carborane)n...(I) or a therapeutically acceptable salt thereof characterized in that; -M represents a metal selected from the late transition group metals; -L represents ligand groups each connected to the metal sufficient to complete the coordination shell of the atom, wherein the ligand groups are the same or different and are each independently selected from the group consisting of halide; NR1R2R3 in which R?1, R2 and R3¿ may be the same or different and are and may be alkyl, aryl, ester, ether, carboxy or alkoxy; carboxylate, pyridinyl or wherein a number of ligand groups taken together form a 2,2`-bipyridine,2,2`:6,2''-terpyridine or 1,10-phenanthroline ring system; -X represents a Lewis base; -R represents an organic group connecting the Lewis base to the carborane moiety; -wherein carborane represents a dicarba-dodecarborane of the formula (C¿2?B10H10), or a substituted or functionalised derivative thereof; and -m and n are 1-4. Complexes of the invention, prepared with the ?10¿B isotope are proposed for use in boron neutron capture therapy.