2-tert-butyl-1-chloronaphthalene | 1195585-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-tert-butyl-1-chloronaphthalene
• 英文别名: 2-Tert-butyl-1-chloronaphthalene
• CAS: 1195585-69-3
• 化学式: C₁₄H₁₅Cl
• 分子量: 218.726
• InChiKey: BCEIXHTUGYVBPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-tert-butyl-1-chloronaphthalene 在 四(三苯基膦)钯 、 cesium fluoride 、 dichlorobis(trimethylphosphine)nickel 、 silver carbonate 作用下， 以 甲苯 为溶剂， 生成 3-chloro-1-(2-tert-butylnaphthalen-1-yl)-isoquinoline
  参考文献：
  名称：

  Synthesis and Characterization of Axially Chiral Imidazoisoquinolin-2-ylidene Silver and Gold Complexes

  摘要：

  The selective Suzuki cross-coupling of 1,3-dichloroisoquinoline with 2-substituted 1-naphthylboronic acids/esters followed by construction of the imidazo[1,5-b]isoquinoline ring and alkylation constitutes a straightforward route to imidazolium salts fused into an axially chiral biaryl skeleton. Metalation of these azolium salts afforded the corresponding NHC silver complexes, which were used as carbene transfer agents for the synthesis of Au(I) derivatives.

  DOI：

  10.1021/acs.organomet.5b00681
• 作为产物：
  描述：

  3,3-二甲基-1-丁炔 、 2-苯基乙炔基苯甲醛 在 copper dichloride 作用下， 以 硝基甲烷 为溶剂， 反应 2.0h， 以51%的产率得到2-tert-butyl-1-chloronaphthalene
  参考文献：
  名称：

  CuX2-mediated [4+2] benzannulation as a new synthetic tool for stereoselective construction of haloaromatic compounds

  摘要：

  The CuX2-mediated reaction of enynal units, including ortho-alkynylbenzaldehydes, with alkynes gives a variety of haloaromatic compounds stereoselectively in good to high yields. 2,2'-Binaphthyl skeletons are also readily prepared by the reaction of ortho-alkynylbenzaldehydes and diynes. The method was applied to the synthesis of poly-substituted tetracene derivatives (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tet.2009.09.061

文献信息

• Synthesis and Characterization of Axially Chiral Imidazoisoquinolin-2-ylidene Silver and Gold Complexes
  作者：Francisca Grande-Carmona、Javier Iglesias-Sigüenza、Eleuterio Álvarez、Elena Díez、Rosario Fernández、José M. Lassaletta

  DOI：10.1021/acs.organomet.5b00681

  日期：2015.10.26

  The selective Suzuki cross-coupling of 1,3-dichloroisoquinoline with 2-substituted 1-naphthylboronic acids/esters followed by construction of the imidazo[1,5-b]isoquinoline ring and alkylation constitutes a straightforward route to imidazolium salts fused into an axially chiral biaryl skeleton. Metalation of these azolium salts afforded the corresponding NHC silver complexes, which were used as carbene transfer agents for the synthesis of Au(I) derivatives.
• CuX2-mediated [4+2] benzannulation as a new synthetic tool for stereoselective construction of haloaromatic compounds
  作者：Yukie Isogai、Menggenbateer、F. Nawaz Khan、Naoki Asao

  DOI：10.1016/j.tet.2009.09.061

  日期：2009.11

  The CuX2-mediated reaction of enynal units, including ortho-alkynylbenzaldehydes, with alkynes gives a variety of haloaromatic compounds stereoselectively in good to high yields. 2,2'-Binaphthyl skeletons are also readily prepared by the reaction of ortho-alkynylbenzaldehydes and diynes. The method was applied to the synthesis of poly-substituted tetracene derivatives (C) 2009 Elsevier Ltd. All rights reserved