3-Bromo-4-pyridyl diethylcarbamate | 103681-90-9

• 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: 3-Bromo-4-pyridyl diethylcarbamate
• 英文别名: (3-bromopyridin-4-yl) N,N-diethylcarbamate
• CAS: 103681-90-9
• 化学式: C₁₀H₁₃BrN₂O₂
• 分子量: 273.129
• InChiKey: YIPMEGJIGZJVPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.68
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  42.43
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-Bromo-4-pyridyl diethylcarbamate 在 钯 盐酸 、 仲丁基锂 、 硼酸 、 碳酸氢钠 作用下， 生成 8-Methoxy-7-(2-methoxy-biphenyl-3-yl)-10-oxa-3-aza-phenanthren-9-one
  参考文献：
  名称：

  Synthetic connections to the aromatic directed metalation reaction. Iterative ortho metalation-cross coupling tactics for the construction of polyphenyls

  摘要：

  DOI：

  10.1016/s0040-4039(00)95600-4

文献信息

• Synthetic connections to the aromatic directed metalationreaction. Unsymmetrical biaryls by palladium-catalyzed cross coupling of directed metalation-derived arylboronic acids with aryl halides
  作者：M.J. Sharp、V. Snieckus

  DOI：10.1016/s0040-4039(00)95108-6

  日期：1985.1

  The arylboronic acids 2 and 4 derived by directed ortho metalation of benzamides and carbamates, undergo an efficient palladium-catalyzed cross coupling reaction with a variety of aryl halides to yield unsymmetrical biaryls and heterobiaryls (Table).

  通过苯甲酰胺和氨基甲酸酯的直接邻位金属化衍生的芳基硼酸2和4与各种芳基卤化物进行有效的钯催化的交叉偶联反应，以产生不对称的联芳基和杂联芳基（表）。
• Sequential directed ortho metalation-boronic acid cross-coupling reactions. A general regiospecific route to oxygenated dibenzo[b,d]pyran-6-ones related to ellagic acid
  作者：B. I. Alo、A. Kandil、P. A. Patil、M. J. Sharp、M. A. Siddiqui、Victor Snieckus、P. D. Josephy

  DOI：10.1021/jo00012a004

  日期：1991.6

  A general regiospecific synthesis of dibenzo[b,d]pyran-6-one derivatives 1a,c and 8a-i related to ellagic acid is described (Scheme I, Table I). The sequence involves directed ortho metalation-boronation of benzamides 4 to give the arylboronic acids 5, which, upon palladium-catalyzed cross-coupling with alkoxybromobenzenes 6 leads to the biphenylamides 7. BBr3 demethylation followed by acid-catalyzed cyclization affords pyranone 8. In this manner, the naturally occurring dibenzopyranones 1a, autumnariol (1c), and the heterocyclic analogue 13 (Scheme III) were efficiently prepared.
• ALO, B. I.;KANDIL, A.;PATIL, P. A.;SHARP, M. J.;SIDDIGUI, M. A.;SNIECKUS,+, J. ORG. CHEM., 56,(1991) N2, C. 3763-3768
  作者：ALO, B. I.、KANDIL, A.、PATIL, P. A.、SHARP, M. J.、SIDDIGUI, M. A.、SNIECKUS,+

  DOI：——

  日期：——
• SHARP, M. J.;SNIECKUS, V., TETRAHEDRON LETT., 1985, 26, N 49, 5997-6000
  作者：SHARP, M. J.、SNIECKUS, V.

  DOI：——

  日期：——
• CHENG, W.;SNIECKUS, V., TETRAHEDRON LETT., 28,(1987) N 43, 5097-5098
  作者：CHENG, W.、SNIECKUS, V.

  DOI：——

  日期：——