2-Benzenesulfonyl-3-(2-iodo-phenyl)-propionic acid methyl ester | 122951-12-6

• 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-Benzenesulfonyl-3-(2-iodo-phenyl)-propionic acid methyl ester
• 英文别名: Methyl 2-(benzenesulfonyl)-3-(2-iodophenyl)propanoate
• CAS: 122951-12-6
• 化学式: C₁₆H₁₅IO₄S
• 分子量: 430.263
• InChiKey: ZRSCNEQNFLZUFK-UHFFFAOYSA-N

物化性质

• 沸点：
  551.2±50.0 °C(Predicted)
• 密度：
  1.609±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 2-Benzenesulfonyl-3-(2-iodo-phenyl)-propionic acid methyl ester 在 bis-triphenylphosphine-palladium(II) chloride 三乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 90.0~100.0 ℃ 、4.14 MPa 条件下， 以78%的产率得到2-benzenesulfonyl-1-indanone
  参考文献：
  名称：

  Carbonylative cyclization via intramolecular trapping of acylmetal derivatives by carbon nucleophiles catalyzed by late transition metals

  摘要：

  DOI：

  10.1021/ja00202a055
• 作为产物：
  描述：

  苯磺酰乙酸甲酯 、 2-碘苯甲基溴 在 sodium hydride 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 以88%的产率得到2-Benzenesulfonyl-3-(2-iodo-phenyl)-propionic acid methyl ester
  参考文献：
  名称：

  Catalytic generation and trapping of acylmetals containing Ni and Cu with enolates

  摘要：

  Carbonylative cyclization of iodoarenes and iodoalkenes containing a proximal enolate precursor can selectively provide either cyclic ketones or lactones in the presence of Ni or Cu catalysts via trapping of putative acylmetal derivatives with C-or O-enolates, respectively; the ring size and regioselectivity of the reaction may be predicted based on two generalizations derived from the recently developed corresponding Pd-catalyzed reaction. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10210-1

文献信息

• Mapping Ambiphile Reactivity Trends in the <i>Anti</i> ‐(Hetero)annulation of Non‐Conjugated Alkenes via Pd ^II /Pd ^IV Catalysis
  作者：Hui‐Qi Ni、Phillippa Cooper、Shouliang Yang、Fen Wang、Neal Sach、Pranali G. Bedekar、Joyann S. Donaldson、Michelle Tran‐Dubé、Indrawan J. McAlpine、Keary M. Engle

  DOI：10.1002/anie.202114346

  日期：2022.3.21

  from non-conjugated alkenyl amides and ambiphilic organohalides is described. Under PdII/PdIV catalysis, this [n+2] annulation proceeds in an anti-selective fashion and tolerates a wide array of ambiphiles, which are systematically benchmarked with respect to nucleophile identity, electrophile identity, and product ring-size. Otherwise unreactive ambiphilic ortho-haloacetophenones can be activated

  描述了从非共轭烯基酰胺和两亲性有机卤化物获得 5、6 和 7 元碳环和杂环的方法。在 Pd II /Pd IV催化下，这种 [ n +2] 环化以反选择性方式进行，并耐受多种双亲剂，这些双亲剂在亲核体特性、亲电子体特性和产物环大小方面进行了系统的基准测试。另外，非反应性两亲性邻卤代苯乙酮可以使用胺助催化剂来活化。
• Rh(I)-catalyzed CO gas-free carbonylative cyclization of organic halides with tethered nucleophiles using aldehydes as a substitute for carbon monoxide
  作者：Tsumoru Morimoto、Masahiko Fujioka、Koji Fuji、Ken Tsutsumi、Kiyomi Kakiuchi

  DOI：10.1016/j.jorganchem.2006.08.038

  日期：2007.1

  The CO gas-free carbonylative cyclization of organic halides, with tethered nitrogen, oxygen, and carbon nucleophiles, with aldehydes as a substitute for carbon monoxide can be achieved in the presence of a catalytic amount of a rhodium complex. The reaction involves the decarbonylation of the aldehyde by the rhodium catalyst, and the successive carbonylation of an organic halide utilizing the rhodium carbonyl that is formed in situ. Aldehydes having electron-withdrawing groups showed a higher ability to donate the carbonyl moiety. (c) 2006 Elsevier B.V. All rights reserved.
• NEGISHI, EI-ICHI;ZHANG, YANTAO;SHIMOYAMA, IZUMI;WU, GUANGZHONG, J. AMER. CHEM. SOC., 111,(1989) N0, C. 8018-8020
  作者：NEGISHI, EI-ICHI、ZHANG, YANTAO、SHIMOYAMA, IZUMI、WU, GUANGZHONG

  DOI：——

  日期：——