(3-methylindolin-1-yl)(phenyl)methanone | 21874-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (3-methylindolin-1-yl)(phenyl)methanone
• 英文别名: 1-benzoyl-3-methyl-indoline；1-Benzoyl-3-methyl-indolin；(2,3-Dihydro-3-methyl-1H-indol-1-yl)phenylmethanone；(3-methyl-2,3-dihydroindol-1-yl)-phenylmethanone
• CAS: 21874-23-7
• 化学式: C₁₆H₁₅NO
• 分子量: 237.301
• InChiKey: OQACFVIPUHZARF-UHFFFAOYSA-N

物化性质

• 沸点：
  363.0±25.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3-methylindolin-1-yl)(phenyl)methanone 在 五氯化磷 作用下， 生成 benzoic acid-[2-(β-chloro-isopropyl)-anilide]
  参考文献：
  名称：

  v. Braun; Kirschbaum, Chemische Berichte, 1912, vol. 45, p. 1265

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲基-2,3-二氢-1H-吲哚 生成 (3-methylindolin-1-yl)(phenyl)methanone
  参考文献：
  名称：

  v. Braun; Kirschbaum, Chemische Berichte, 1912, vol. 45, p. 1265

  摘要：

  DOI：

文献信息

• Decarboxylative acylation of indolines with α-keto acids under palladium catalysis: a facile strategy for the synthesis of 7-substituted indoles
  作者：Minyoung Kim、Neeraj Kumar Mishra、Jihye Park、Sangil Han、Youngmi Shin、Satyasheel Sharma、Youngil Lee、Eui-Kyung Lee、Jong Hwan Kwak、In Su Kim

  DOI：10.1039/c4cc06929c

  日期：——

  Palladium-catalyzed decarboxylative acylation of highly substituted indolines with alpha-keto acids via C-H bond activation is described. This protocol provides efficient access to C7-carbonylated indoles known to have diverse biological profiles.

  描述了通过CH键活化的具有α-酮酸的高度取代的二氢吲哚的钯催化的脱羧酰化。该方案提供了对已知具有多种生物学特性的C7-羰基吲哚的有效获取途径。
• Synthesis of functionalised indolines by radical-polar crossover reactions
  作者：John A. Murphy、Faiza Rasheed、Stéphane Gastaldi、T. Ravishanker、Norman Lewis

  DOI：10.1039/a607060d

  日期：——

  Functionalised indolines have been prepared by treating tetrathiafulvalene (TTF) with 2-(N-acyl-N -allylamino)benzenediazonium tetrafluoroborates. N-Benzoyl-protected substrates afford complex reaction mixtures due to competing radical cyclisation onto the benzoyl group. Acetamides react more efficiently affording good yields of product alcohols when the reactions are carried out in moist acetone

  功能化吲哚啉是通过将四硫富瓦烯（TTF）与2-(N-酰基-N-丙烯基氨基)苯二氮杂烷四氟硼酸盐处理而制备的。N-苯甲酰保护的底物由于与苯甲酰基的竞争自由基环加成，导致反应混合物复杂。而当在潮湿的丙酮中进行反应时，乙酰胺的反应效率更高，能够获得良产率的产物醇类。
• Preparation of differentially 1,3-disubstituted indolines by intramolecular carbolithiation
  作者：William F. Bailey、Matthew R. Luderer、Michael J. Mealy

  DOI：10.1016/s0040-4039(03)01204-8

  日期：2003.7

  The ether-soluble dilithio species (2), derived from N-allyl-2-bromoaniline (1) upon treatment with t-BuLi at -78degreesC, cyclizes when warmed to +5degreesC in the presence of TMEDA to give a (l-lithio-3-indolinyl)methyllithium (3) that may be differentially functionalized by sequential addition of electrophiles. The cyclization of 2 to 3 proceeds enantioselectively when conducted in the presence of (1S,2S)-(+)-N,O-dimethylpseudoephedrine. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Crabb, Trevor A.; Canfield, Lesley M., Journal of Chemical Research, Miniprint, 1996, # 12, p. 2936 - 2945
  作者：Crabb, Trevor A.、Canfield, Lesley M.

  DOI：——

  日期：——
• TOGO, HIDEO;KIKUCHI, OSAMU, TETRAHEDRON LETT., 29,(1988) N 33, C. 4133-4134
  作者：TOGO, HIDEO、KIKUCHI, OSAMU

  DOI：——

  日期：——