2,2'-bibenzo[d]oxazole | 7210-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2,2'-bibenzo[d]oxazole
• 英文别名: 2,2’-bibenzoxazole；2,2'-bis(benzoxazolyl)；2,2'-bisbenzoxazole；2,2'-bibenzoxazole；bibenzoxazole；[2,2']bi[benzooxazolyl]；2-(1,3-benzoxazol-2-yl)-1,3-benzoxazole
• CAS: 7210-07-3
• 化学式: C₁₄H₈N₂O₂
• 分子量: 236.23
• InChiKey: WKHDVHMRMDBUMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  260 °C(Solv: chloroform (67-66-3))
• 沸点：
  407.5±28.0 °C(Predicted)
• 密度：
  1.349±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：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-bibenzo[d]oxazole 生成 <1,4>benzoxazino<3,2-b><1,4>benzoxazine
  参考文献：
  名称：

  TAUER E.; GRELLMANN K. -H.; KAUFMANN E.; NOLTEMEYER M., CHEM. BER., 119,(1986) N 11, 3316-3325

  摘要：

  DOI：
• 作为产物：
  描述：

  苯并恶唑 在 C₇₈H₈₆Cl₂N₄Pd₂ 、 silver(I) acetate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以80%的产率得到2,2'-bibenzo[d]oxazole
  参考文献：
  名称：

  卤代桥异常NHC钯（II）二聚体对杂芳烃的催化脱氢交叉偶联反应

  摘要：

  这项工作描述了使用二聚卤代桥联钯（II）催化剂轴承的异常NHC（杂芳烃的脱氢偶联一个NHC）主链。该催化剂可以成功活化多种杂芳烃的CH键，包括杂苯并噻唑，苯并恶唑，噻吩，呋喃和N-甲基苯并咪唑。此外，它对于带有各种官能团如CN，CHO，Me，OMe，OAc和Cl的杂芳烃表现出良好的活性。此外，我们通过进行化学计量反应中分离的活性催化剂和表征其作为乙酸根桥联（二聚一个由单晶X射线研究NHC）PdOAc。

  DOI：

  10.1021/acs.joc.8b01053
• 作为试剂：
  描述：

  N'-(1,2-diphenylethylidene)-4-methylbenzenesulfonohydrazide 在 bis-triphenylphosphine-palladium(II) chloride 、 2,2'-bibenzo[d]oxazole 、 对苯醌 、 lithium tert-butoxide 作用下， 以 1,4-二氧六环 为溶剂， 以60%的产率得到二苯乙烯
  参考文献：
  名称：

  Pd-Catalyzed Cross-Coupling Reactions of Hydrazones: Regioselective Synthesis of Highly Branched Dienes

  摘要：

  The regioselective formation of highly branched dienes is a challenging task. Design and exploration of alternative working models to achieve such a regioselectivity to accomplish highly branched dienes is considered to be a historical advancement of Heck reaction to construct branched dienes. On the basis of the utility of carbene transfer reactions, in the reaction of hydrazones with Pd(II) under oxidative conditions, we envisioned obtaining a Pd-bis-carbene complex with α-hydrogens, which can lead to branched dienes. Herein, we report a novel Pd-catalyzed selective coupling reaction of hydrazones in the presence of t-BuOLi and benzoquinone to form the corresponding branched dienes. The utility of the Pd catalyst for the cross-coupling reactions for synthesizing branched conjugated dienes is rare. The reaction is very versatile and compatible with a variety of functional groups and is useful in synthesizing heterocyclic molecules. We anticipate that this Pd-catalyzed cross-coupling reaction will open new avenues for synthesizing useful compounds.

  DOI：

  10.1021/jo402153t

文献信息

• Aminobenzoxazoles as therapeutic agents
  申请人：Wishart Neil

  公开号：US20060025383A1

  公开（公告）日：2006-02-02

  A compound of Formula (I), wherein the substituents are as defined herein, which are useful as kinase inhibitors.

  其中取代基如本文所述的公式(I)的化合物，用作激酶抑制剂。
• Benzimidazole, Benzoxazole and Benzothiazole Derivatives, Optical Film Comprising them and Method of Producing thereof
  申请人：Nokel Alexey

  公开号：US20100279122A1

  公开（公告）日：2010-11-04

  The present invention is relates to the synthesis of predominantly planar heterocyclic organic compound and the manufacture of optical films based on these compounds. Said organic compound has the general structural formula where Het is a predominantly planar heterocyclic molecular system possessing hydrophilic properties; B is a binding group; p is the number in the range from 3 to 8; S is a group providing solubility of the organic compound; m is a number in the range from 0 to 8. Said organic compound is transparent for electromagnetic radiation in the visible spectral range from 400 to 700 nm, and a solution of the compound or a salt thereof is capable of forming a substantially transparent optical layer on a substrate, with the heterocyclic molecular planes oriented predominantly parallel to the substrate surface.

  本发明涉及主要呈平面状的杂环有机化合物的合成以及基于这些化合物的光学薄膜的制造。所述有机化合物具有通用结构公式，其中Het是一个主要呈平面状的具有亲水性质的杂环分子体系；B是一个结合基团；p是一个3到8之间的数；S是一个提供有机化合物溶解度的基团；m是一个0到8之间的数。所述有机化合物对可见光谱范围内400到700纳米的电磁辐射是透明的，并且该化合物或其盐的溶液能够在基底上形成基本透明的光学层，其中杂环分子平面主要平行于基底表面。
• Copper and cobalt co-catalyzed aerobic oxidative cross-dehydrogenative coupling reaction of (benzo)azoles
  作者：Yanrong Li、Fen Qian、Xia Ge、Tao Liu、Hitesh B. Jalani、Hongjian Lu、Guigen Li

  DOI：10.1039/c9gc02464f

  日期：——

  The dehydrogenative cross-coupling (CDC) reaction of diversely substituted azoles, synergistically catalyzed by copper and cobalt, is reported. This protocol represents the first example of the use of air as an oxidant to carry out this chemical reaction. The process provides a convenient and economical method for the construction of valuable unsymmetrical bis-heteroaryl compounds, including bis-benzoazole

  报道了铜和钴协同催化的多种取代的唑的脱氢交叉偶联（CDC）反应。该方案代表使用空气作为氧化剂进行该化学反应的第一个例子。该方法为构建有价值的不对称双-杂芳基化合物，包括在先前的催化CDC反应中未获得的双-苯并唑化合物，提供了一种方便且经济的方法。
• Copper-catalyzed oxidative decarboxylative C–H arylation of benzoxazoles with 2-nitrobenzoic acids
  作者：Lijun Chen、Lin Ju、Katelyn A. Bustin、Jessica M. Hoover

  DOI：10.1039/c5cc06645j

  日期：——

  A copper-catalyzed oxidative decarboxylative coupling of benzoxazoles with 2-nitrobenzoic acids was developed. This methodology favors electron-rich benzoxazoles and electron-deficient benzoic acids and enables the preparation of a variety of arylated...

  建立了铜催化的苯并恶唑与2-硝基苯甲酸的氧化脱羧偶联反应。这种方法学偏爱富含电子的苯并恶唑和缺乏电子的苯甲酸，并能够制备各种芳基化的...
• An efficient and convenient Cu(OAc)2/air mediated oxidative coupling of azoles via C–H activation
  作者：Yan Li、Jun Jin、Weixing Qian、Weiliang Bao

  DOI：10.1039/b919396k

  日期：——

  An efficient and convenient approach to construct C–C bonds at the 2-position of azoles via Cu(OAc)2/air mediated oxidative homo- and cross-coupling reaction was reported. The corresponding products were obtained in good to excellent yield.

  报道了一种高效便捷的方法，通过Cu(OAc)2/空气介导的氧化式同偶联和交叉偶联反应，在氮杂环的2-位上构建C-C键。该方法取得了良好至优秀的产率。