3,5,6-三甲基-1-苯并呋喃 | 27408-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 3,5,6-三甲基-1-苯并呋喃
• 中文别名: 苯并呋喃,3,5,6-三甲基-
• 英文名称: 3,5,6-trimethylbenzofuran
• 英文别名: 3,5,6-trimethyl-benzofuran；3,5,6-trimethyl-1-benzofuran
• CAS: 27408-23-7
• 化学式: C₁₁H₁₂O
• 分子量: 160.216
• InChiKey: NGTVEFSPQPARBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,5,6-三甲基-1-苯并呋喃 生成 trimethyl-3,5,6 nitro-2 benzofuranne
  参考文献：
  名称：

  Regioselective Nitration of 3-Alkyl-1-benzofurans at the 2-Position

  摘要：

  DOI：

  10.1055/s-1984-31046
• 作为产物：
  描述：

  (3,4-dimethyl-phenoxy)-acetone 在 硫酸 作用下， 生成 3,5,6-三甲基-1-苯并呋喃
  参考文献：
  名称：

  Stoermer, Justus Liebigs Annalen der Chemie, 1900, vol. 312, p. 332

  摘要：

  DOI：

文献信息

• A vicarious, one-pot synthesis of benzo- and naphthofurans: Applications to the syntheses of stereumene B and paeoveitols
  作者：Showkat Rashid、Bilal A. Bhat、Goverdhan Mehta

  DOI：10.1016/j.tetlet.2019.03.037

  日期：2019.4

  deviation during attempted Tanabe γ-lactone annulation on 4-hydroxycyclohexanones has led to a general, one-pot synthesis of benzofurans and naphtho[2,3–b]furans from readily assembled precursors. The utility of this adaptable methodology has been demonstrated through concise syntheses of natural products, stereumene B, paeoveitol D and (±)-paeoveitol.

  有趣的是，在尝试在4-羟基环己酮上进行田边γ-内酯环化过程中出乎意料的偏差，导致了从易组装的前体中普遍进行一锅法合成苯并呋喃和萘并[2,3- b ]呋喃的过程。通过天然产物，立体异构体B，paeoveitol D和（±）-paeoveitol的简明合成，已证明了这种适应性方法的实用性。
• Metal- and Reagent-Free Anodic C−C Cross-Coupling of Phenols with Benzofurans leading to a Furan Metathesis
  作者：Sebastian Lips、Bernardo Antonio Frontana-Uribe、Maurice Dörr、Dieter Schollmeyer、Robert Franke、Siegfried R. Waldvogel

  DOI：10.1002/chem.201800919

  日期：2018.4.20

  Heterobiaryls consisting of a phenol and a benzofuran motif are of significant importance for pharmaceutical applications. An attractive sustainable, metal‐ and reagent‐free, electrosynthetic, and highly efficient method, that allows access to (2‐hydroxyphenyl)benzofurans is presented. Upon the electrochemical dehydrogenative C−C cross‐coupling reaction, a metathesis of the benzo moiety at the benzofuran

  由苯酚和苯并呋喃基序组成的杂二芳基在药物应用中具有重要意义。提出了一种有吸引力的，可持续的，无金属和无试剂，电合成且高效的方法，该方法可使用（2-羟苯基）苯并呋喃。在电化学脱氢CC交叉偶联反应中，苯并呋喃中的苯并部分发生了复分解反应。这在羟苯基部分上产生了取代模式，该取代模式不能通过直接偶联方法相容。单步协议易于在不分隔的电解槽中进行，因此具有可扩展性，并且本质上是安全的。
• Palladium(II)-Catalyzed Transformation of 3-Alkylbenzofurans to [2,3′-Bibenzofuran]-2′(3′H)-ones: Oxidative Dimerization of 3-Alkylbenzofurans
  作者：Beom Shin Cho、Young Keun Chung

  DOI：10.1021/acs.joc.6b02864

  日期：2017.2.17

  An unprecedented oxidative dimerization by palladium catalysis has been developed using PhI(OPiv)2 as a by-standing oxidant. This provides a facile method for the synthesis of quaternary 2,3′-bibenzofuran-2′(3′)-ones from readily accessible substrates. A plausible mechanism involving a Pd(II)–Pd(IV) catalytic cycle is proposed; a trace amount of water is required for subsequent oxidation.

  使用PhI（OPiv）2作为辅助氧化剂，已经开发出前所未有的钯催化氧化二聚反应。这提供了从容易获得的底物合成季2,3'-联苯并呋喃-2'（3'）-的简便方法。提出了涉及Pd（II）–Pd（IV）催化循环的合理机制。后续的氧化需要痕量的水。
• 4,7-diacyloxybenzofuran derivatives
  申请人：MERCK FROSST CANADA INC.

  公开号：EP0295851A1

  公开（公告）日：1988-12-21

  4,7-Diacyloxybenzofuran derivatives of Formula I, are disclosed. These compounds are useful as inhibitors of mammalian leukotriene biosynthesis. As such, these compounds are useful therapeutic agents for treating allergic conditions, asthma, cardiovascular disorders, inflammation, psoriasis and allergic conjunctivitis. The compounds are also useful as analgesics and as cytoprotective agents.

  公开了公式I的4,7-Diacyloxybenzofuran衍生物。这些化合物可用作哺乳动物白三烯生物合成的抑制剂。因此，这些化合物是用于治疗过敏性疾病、哮喘、心血管疾病、炎症、牛皮癣和过敏性结膜炎的有用治疗剂。这些化合物也可用作镇痛剂和细胞保护剂。
• HETEROCYCLIC COMPOUNDS AND EXPANSION AGENTS FOR HEMATOPOIETIC STEM CELLS
  申请人：Nishino Taito

  公开号：US20120128640A1

  公开（公告）日：2012-05-24

  An expansion agent for hematopoietic stem cells and/or hematopoietic progenitor cells useful for improvement in the efficiency of gene transfer into hematopoietic stem cells for gene therapy useful for treatment of various disorders is provided. An expansion agent for hematopoietic stem cells and/or hematopoietic progenitor cells containing a compound represented by the formula (I) (wherein X, Y, Z, Ar 1 , R 1 , R 2 , R 3 , R 4 , R 5 , R6 and R 7 are as defined in the description), a tautomer, prodrug or pharmaceutically acceptable salt of the compound or a solvate thereof, which can expand hematopoietic stem cells and/or hematopoietic progenitor cells.

  提供一种用于改善基因治疗中将基因转移至造血干细胞以治疗各种疾病的血液干细胞和/或造血祖细胞扩张剂。该扩张剂包含由式(I)表示的化合物（其中X、Y、Z、Ar1、R1、R2、R3、R4、R5、R6和R7如描述中所定义）、该化合物的互变异构体、前药或药学上可接受的盐或其溶剂，能够扩张血液干细胞和/或造血祖细胞。