2-(2,6-bis(methylthio)phenyl)pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(2,6-bis(methylthio)phenyl)pyridine
• 英文别名: 2-[2,6-Bis(methylsulfanyl)phenyl]pyridine
• 化学式: C₁₃H₁₃NS₂
• 分子量: 247.385
• InChiKey: ZBCIYDGEGCUFJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  63.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-苯基吡啶 、 二甲基二硫 在 copper diacetate 氧气 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以51%的产率得到2-(2-(methylthio)phenyl)pyridine
  参考文献：
  名称：

  WO2007/123910

  摘要：

  公开号：

文献信息

• Cu(II)-Mediated Methylthiolation of Aryl C−H Bonds with DMSO
  作者：Lingling Chu、Xuyi Yue、Feng-Ling Qing

  DOI：10.1021/ol100449c

  日期：2010.4.2

  An unprecedented Cu(II)-mediated methylthiolation of aryl C-H bonds under oxidative conditions that employs the widely available DMSO as the methylthiolation reagent is described. Various functional groups in the substrates were tolerated, and ethylthiolation was also successfully achieved directly from diethyl sulfoxide under the same reaction conditions.
• WO2007/123910
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] COPPER-MEDIATED FUNCTIONALIZATION OF ARYL C-H BONDS, AND COMPOUNDS RELATED THERETO<br/>[FR] FONCTIONNALISATION INDUITE PAR LE CUIVRE DE LIAISONS C-H D'UN GROUPE ARYLE ET COMPOSES CORRESPONDANTS
  申请人：UNIV BRANDEIS

  公开号：WO2007123910A2

  公开（公告）日：2007-11-01

  [EN] One aspect of the present invention relates to methods for direct functionalization of pyridyl-substituted aromatic compounds. In certain embodiments, 2-arylpyridine substrates react with anionic nucleophiies in the presence of copper(II) to furnish substituted arylpyridines. In other embodiments, the present invention allows for both mono- and di- functionalizations from manipulation of the reaction conditions. The transition metal- mediated carbon-heteroatom bond-forming methods are applicable to a variety of synthetic transformations of aryl C-H bonds.
  [FR] Selon un aspect, la présente invention concerne des procédés de fonctionnalisation directe de composés aromatiques substitués par un groupe pyridyle. Dans certains modes de réalisation, les substrats 2-arylpyridine réagissent avec des nucléophiles anioniques en présence de cuivre (II) de façon à donner des arylpyridines substituées. Dans d'autres modes de réalisation, la présente invention permet d'obtenir tant des mono- que des di-fonctionnalisations en manipulant les conditions de la réaction. Les procédés de formation de liaison carbone-hétéroatome induite par un métal de transition peuvent être appliqués à une variété de transformations synthétiques de liaisons C-H d'un groupe aryle.
• Cu(II)-Catalyzed Functionalizations of Aryl C−H Bonds Using O₂ as an Oxidant
  作者：Xiao Chen、Xue-Shi Hao、Charles E. Goodhue、Jin-Quan Yu

  DOI：10.1021/ja061715q

  日期：2006.5.1

  Cu(II)-catalyzed acetoxylation and halogenation of aryl C-H bonds are developed. ortho-Selectivity was observed with a wide range of 2-arylpyridine substrates. Both mono- and difunctionalizations are achieved by tuning the reaction conditions. Excellent functional group tolerance and use of O2 as a stoichiometric oxidant are significant advantages over our recently developed Pd-catalyzed C-H functionalization reactions. These newly discovered reaction conditions are also applicable for cyanation, amination, etherification, and thioetherification of aryl C-H bonds. Mechanistic investigations are carried out to gain insights into the Cu(II)-catalyzed C-H functionalization reactions.