2-chloro-3-phenyl-1-azaazulene | 63725-40-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-chloro-3-phenyl-1-azaazulene
• 英文别名: 2-chloro-3-phenyl-cyclohepta[b]pyrrole；2-Chloro-3-phenylcyclohepta[b]pyrrole
• CAS: 63725-40-6
• 化学式: C₁₅H₁₀ClN
• 分子量: 239.704
• InChiKey: QBGMDNIEGGZGPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-chloro-3-phenyl-1-azaazulene 以12%的产率得到
  参考文献：
  名称：

  YAMANE K.; FUJIMORI K.; SIN J.-K.; NOZOE T., BULL. CHEM. SOC. JAP. , 1977, 50, NO 5, 1184-1190

  摘要：

  DOI：
• 作为产物：
  描述：

  2-chloro-8-hydrazino-3-phenyl-cyclohepta[b]pyrrole 以61%的产率得到
  参考文献：
  名称：

  YAMANE K.; FUJIMORI K.; SIN J.-K.; NOZOE T., BULL. CHEM. SOC. JAP. , 1977, 50, NO 5, 1184-1190

  摘要：

  DOI：

文献信息

• Effective Methods for Introducing Some Aryl and Heteroaryl Substituent onto 1-Azaazulene Nuclei
  作者：Noritaka Abe、Megumi Tanaka、Takeshi Maeda、Hiroyuki Fujii、Akikazu Kakehi

  DOI：10.3987/com-05-s(k)10

  日期：——

  Introduction of aryl and heteroaryl groups onto 1-azaazulene ring was achieved by addition-elimination reaction and Suzuki coupling. Reaction of 2-chloro-1-azaazulenes with 2-aryllithium and 2-heteroaryllithium followed by dehydrogenation with o-chloranil gave 8-aryl- and 8-heteroaryl-2-chloro-1-azaazulene in good yields. Suzuki coupling of 3-iodo-1-azaazulenens with phenylboronic acid in the presence of Pd catalyst afforded 3-phenyl-1-azaazulenes in excellent yield. Suzuki coupling of 2-bromo-1-azaazulenes with phenylboronic acid gave 2-phenyl-1-azaazulenes. Suzuki coupling of 2,3-dibromo-1-azaazulene with phenylboronic acid preferentially occurred at C-2. Reaction of 3-iodo-1-azaazulene with bis(pinacolato)diboron produced 3,3'-bis(1-azaazulene) derivative.
• Synthesis and Complexation of Bis(1-azaazulen-2-yl)amines and Bis(1-azaazulen-2-yl) Sulfides
  作者：Noritaka Abe、Eiko Yoshioka、Kazuya Koizumi、Kenji Nakashima、Hiroyuki Fujii、Toshihiro Murafuji、Takahiro Gunji

  DOI：10.3987/com-12-12507

  日期：——

  Complexation of bis(3-phenyl-1-azaazulen-2-yl)amine with Zn(OAc)(2) and Ni(OAc)(2) was investigated, and four-coordinate bis-chelate complexes, M(II) bis[(3-phenyl-1-azaazule-2-yl)(3-phenyl-1-azaazulen-2-ylidene)aminate] (M = Zn, Ni), were obtained. Complexation of bis(1-azaazulen-2-yl) sulfide with CoCl2 gave: 2 : 1 ligand-metal complex as major product and complexation of bis(3-iodo-1-azaazulen-2-yl) sulfide with CoCl2 gave 1: 1 ligand-metal complex.