2-(1-methoxyvinyl)thiophene | 151697-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(1-methoxyvinyl)thiophene
• 英文别名: 2-(1-methoxyethenyl)thiophene
• CAS: 151697-04-0
• 化学式: C₇H₈OS
• 分子量: 140.206
• InChiKey: LFOIDJWUYQESRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二氯乙酰氯 、 2-(1-methoxyvinyl)thiophene 在 吡啶 作用下， 以52%的产率得到1,1-dichloro-4-methoxy-4-(thiophen-2-yl)but-3-en-2-one
  参考文献：
  名称：

  Enol ethers and acetals: acylation with dichloroacetyl, acetyl and benzoyl chloride in ionic liquid medium

  摘要：

  Synthesis of 4-alkoxy-1,1-dichloro-3-alken-2-ones [CHCl2C(O)C(R-2=C(R-1)-OR, where R, R-1, R-2 = Et, H, H; Me, Me, H; Et, H, Me; Me, -(CH2)(2)-; Me, -(CH2)(3)-; Et, Et, H; Et, Bu, H; Et, i-Pr, H; Et, i-Bu, H; Me, Ph, H; Me, thien-2-yl, H] from acylation of enol ethers and acetals with dichloroacetyl chloride, in ionic liquid ([BMIM]BF4] or [BMIM][PF6]) is reported. The synthesis of alkenones [R-3-C(O)C(R-2=C(R1)-OR], where R/R-1/R-2/R-3 = Et/H/H/Ph, t-Bu/H/H/Ph, Me/-(CH2)(4)/Ph. Me/-(CH2)(4)/Me] from the reaction of enol ethers with benzoyl chloride or acetyl chloride, in ionic liquid [BMIM][BF4], is also reported. Last products are described for the first time. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.163

文献信息

• BENZOXAZINES, BENZOTHIAZINES, AND RELATED COMPOUNDS HAVING NOS INHIBITORY ACTIVITY
  申请人：Ramnauth Jailall

  公开号：US20100009975A1

  公开（公告）日：2010-01-14

  The present invention features benzoxazines, benzothiazines, and related compounds that inhibit nitric oxide synthase (NOS), particularly those that selectively inhibit neuronal nitric oxide synthase (nNOS) in preference to other NOS isoforms. The NOS inhibitors of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing various medical conditions.

  本发明涉及抑制一氧化氮合酶（NOS）的苯并噁嗪，苯并噻嗪和相关化合物，特别是那些选择性地抑制神经一氧化氮合酶（nNOS）而不是其他NOS同工型的化合物。本发明的NOS抑制剂，单独或与其他药用活性剂结合使用，可用于治疗或预防各种医疗状况。
• Oxycyanation of Vinyl Ethers with 2,2,6,6-Tetramethyl-<i>N</i>-oxopiperidinium Enabled by Electron Donor–Acceptor Complex
  作者：Jia-Li Liu、Ze-Fan Zhu、Feng Liu

  DOI：10.1021/acs.orglett.7b03858

  日期：2018.2.2

  An efficient and mild oxycyanation of vinyl ethers with 2,2,6,6-tetramethyl-N-oxopiperidinium and TMSCN is described. The mechanistic studies indicated that the formation of an electron donor–acceptor complex and subsequent single-electron-transfer process could be involved in the reaction.

  描述了用2,2,6,6-四甲基-N-氧代哌啶鎓和TMSCN对乙烯基醚进行有效且温和的氧氰化。机理研究表明，该反应可能涉及电子给体-受体配合物的形成以及随后的单电子转移过程。
• Synthesis of isophthalates from methyl coumalate
  作者：George A. Kraus、Shuai Wang

  DOI：10.1039/c7ra12935a

  日期：——

  Methyl coumalate reacts with enol ethers to form stable adducts which can be converted into isophthalates in good to excellent yields. Alkyl vinyl ethers afford higher yields of isophthalates than enol silyl ethers. The adduct of the enol silyl ether of acetophenone with methyl coumalate reacted with PTSA to produce a styryl coumalate.

  香豆酸甲酯与烯醇醚反应形成稳定的加合物，可将其以良好或优异的收率转化为间苯二甲酸酯。烷基乙烯基醚比烯醇甲硅烷基醚可提供更高的间苯二甲酸酯收率。苯乙酮的烯醇甲硅烷基醚与香豆酸甲酯的加成物与PTSA反应生成香豆酸苯乙烯基酯。
• US8106043B2
  申请人：——

  公开号：US8106043B2

  公开（公告）日：2012-01-31
• US9923154B2
  申请人：——

  公开号：US9923154B2

  公开（公告）日：2018-03-20