4-butylisoquinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 4-butylisoquinoline
• 化学式: C₁₃H₁₅N
• 分子量: 185.269
• InChiKey: UTSIRRMCWIVVAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  4-butylisoquinoline 在 甲酸 、 三乙胺 作用下， 以 丙酮 、 乙腈 为溶剂， 反应 38.0h， 生成 N-methyl-4-(butan-2-one)-4-butyl-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  活化喹啉和异喹啉脱芳香功能化的演变：亲电子范围的扩展

  摘要：

  在不含过渡金属的条件下或在铑催化下，以极低的催化剂负载量，可以用甲酸作为末端还原剂对喹啉鎓盐和异喹啉鎓盐进行还原官能化。多种亲电子试剂，包括烯酮、酰亚胺、不饱和酯和砜、β-硝基苯乙烯和醛，被原位形成的烯胺物质拦截，生成取代的四氢（异）喹啉。

  DOI：

  10.1002/anie.202204682
• 作为产物：
  描述：

  2-(2-bromophenyl)-3-(hex-2-yn-1-yl)-4-phenyloxazolidine 在 四(三苯基膦)钯 、 水 、 sodium formate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以96%的产率得到4-butylisoquinoline
  参考文献：
  名称：

  微波辅助钯催化的恶唑烷还原环化/开环/芳构化级联到异喹啉

  摘要：

  开发了一种有效的钯催化反应，用于在微波辐射下构建 4-取代异喹啉的N-炔丙基恶唑烷。这种转化是通过连续钯催化的还原环化/开环/芳构化级联反应通过恶唑烷环的 C-O 和 C-N 键断裂进行的。通过进行毫摩尔级反应，以及将异喹啉转化为合成层状菌素类似物的关键中间体，也探索了该方法的实用价值。

  DOI：

  10.1021/acs.orglett.1c02416

文献信息

• Practical and Asymmetric Reductive Coupling of Isoquinolines Templated by Chiral Diborons
  作者：Dongping Chen、Guangqing Xu、Qinghai Zhou、Lung Wa Chung、Wenjun Tang

  DOI：10.1021/jacs.7b04256

  日期：2017.7.26

  We herein describe a chiral diboron-templated highly diastereoselective and enantioselective reductive coupling of isoquinolines that provided expedited access to a series of chiral substituted bisisoquinolines in good yields and excellent ee’s under mild conditions. The method enjoys a broad substrate scope and good functional group compatibility. Mechanistic investigation suggests the reaction proceeds

  我们在本文中描述了异喹啉的手性二硼烷模板化的高度非对映选择性和对映选择性还原偶联，其在温和条件下以良好的产率和优异的ee提供了快速获得一系列手性取代的双异喹啉的途径。该方法具有广泛的底物范围和良好的官能团相容性。机理研究表明，该反应通过协同的[3,3]-σ重排而进行。
• PROCESS FOR PRODUCTION OF BIS-QUATERNARY AMMONIUM SALT, AND NOVEL INTERMEDIATE
  申请人：Okamoto Kuniaki

  公开号：US20120130107A1

  公开（公告）日：2012-05-24

  Object To provide a method for producing a bis-quaternary ammonium salt efficiently and a novel synthetic intermediate thereof. Solution The present invention relates to a method for producing a bis-quaternary ammonium salt represented by a general formula [3] which comprises reacting a disulfonic acid ester represented by a general formula [1] (in the formula, definitions of two R 1 's and T are as described in claim 1 ) with a tertiary amine represented by a general formula [2] (in the formula, definitions of R 3 to R 5 are as described in claim 1 ), and a disulfonic acid ester represented by a general formula [1′] (in the formula, two R 16 's represent independently a halogen atom or a C1-C3 fluoroalkyl group, and two m's represent independently an integer of 1 to 5).

  提供一种高效生产双季铵盐和其新型合成中间体的方法。本发明涉及一种生产由通用式[3]表示的双季铵盐的方法，包括将由通用式[1]表示的二磺酸酯（在该式中，两个R1和T的定义如权利要求1中所述）与由通用式[2]表示的三级胺（在该式中，R3到R5的定义如权利要求1中所述）以及由通用式[1']表示的二磺酸酯（在该式中，两个R16独立表示卤原子或C1-C3氟烷基，两个m独立表示1至5的整数）反应。
• Metal and Activating Group Free C-4 Alkylation of Isoquinolines via a Temporary Dearomatization Strategy
  作者：Aaron J. Day、Timothy C. Jenkins、Marvin Kischkewitz、Kirsten E. Christensen、Darren L. Poole、Timothy J. Donohoe

  DOI：10.1021/acs.orglett.2c04149

  日期：2023.2.3

  A simple method for the C-4 alkylation of isoquinolines is described using benzoic acid as a nucleophilic reagent and vinyl ketones as an electrophile. The reaction shows tolerance for substitution at C-3, and C-5–C-8 positions as well as allowing some variation of the vinyl ketone electrophiles. The products contain a carbonyl that can act as a synthetic handle for further manipulations giving esters

  使用苯甲酸作为亲核试剂和乙烯基酮作为亲电子试剂描述了异喹啉的 C-4 烷基化的简单方法。该反应显示出对 C-3 和 C-5–C-8 位置取代的耐受性，并允许乙烯基酮亲电子试剂发生一些变化。该产品包含一个羰基，可以作为进一步操作的合成手柄，生成酯、胺或简单的烷基产品。
• SILICON-CONTAINING RESIST UNDERLAYER FILM-FORMING COMPOSITION CONTAINING CYCLIC AMINO GROUP
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP2249204A1

  公开（公告）日：2010-11-10

  There is provided a resist underlayer film forming composition for lithography for forming a resist underlayer film capable of being used as a hardmask. A resist underlayer film forming composition for lithography comprising a hydrolyzable organosilane, a hydrolysis product thereof, or a hydrolysis-condensation product thereof as a silane, wherein a silane having a cyclic amino group is contained in an amount of less than 1% by mole, preferably 0.01 to 0.95% by mole. A film forming composition comprising a hydrolyzable organosilane having a cyclic amino group, a hydrolysis product thereof, or a hydrolysis-condensation product thereof. A resist underlayer film forming composition for lithography comprising a hydrolyzable organosilane having a cyclic amino group, a hydrolysis product thereof, or a hydrolysis-condensation product thereof The cyclic amino group may be a secondary amino group or a tertiary amino group. The hydrolyzable organosilane is a compound of Formula (1):         R1 aR2bSi(R3)4-(a+b)     Formula (1) (where R1 is a cyclic amino group or an organic group containing a cyclic amino group).

  本发明提供了一种光刻用抗蚀剂底层成膜组合物，用于形成可用作硬掩膜的抗蚀剂底层膜。一种用于光刻的抗蚀剂底层成膜组合物，包含作为硅烷的可水解有机硅烷、其水解产物或其水解缩合产物，其中具有环状氨基的硅烷的含量小于 1%（摩尔），优选 0.01 至 0.95%（摩尔）。一种成膜组合物，包含具有环状氨基的可水解有机硅烷、其水解产物或其水解缩合产物。一种用于光刻的抗蚀剂底层成膜组合物，包含具有环状氨基的可水解有机硅烷、其水解产物或其水解缩合产物。可水解有机硅烷为式（1）化合物： R1 aR2bSi(R3)4-(a+b) 式(1) (其中 R1 为环状氨基或含有环状氨基的有机基团）。
• Novel disulfonic acid ester as an additive for an electrolyte for a lithium secondary battery
  申请人：Wako Pure Chemical Industries, Ltd.

  公开号：EP2821395A2

  公开（公告）日：2015-01-07

  Object To provide a method for producing a bis-quaternary ammonium salt efficiently and a novel synthetic intermediate thereof. Solution The present invention relates to a method for producing a bis-quaternary ammonium salt represented by a general formula [3] which comprises reacting a disulfonic acid ester represented by a general formula [1] (in the formula, definitions of two R1's and T are as described in Claim 1) with a tertiary amine represented by a general formula [2] (in the formula, definitions of R3 to R5 are as described in Claim 1), and a novel disulfonic acid ester represented by a general formula [1'] (in the formula, two R16's represent independently a halogen atom or a C1-C3 fluoroalkyl group, and two m's represent independently an integer of 1 to 5) as an additive for an electrolyte for a lithium secondary battery.

  目的 提供一种高效生产双季铵盐的方法及其新型合成中间体。 本发明涉及一种生产通式[3]代表的双季铵盐的方法，该方法包括将通式[1]代表的二磺酸酯（式中，两个 R1 和 T 的定义如权利要求 1 所述）与通式[2]代表的叔胺（式中、R3至R5的定义如权利要求1所述），以及通式[1']代表的新型二磺酸酯（式中，两个R16独立地代表卤素原子或C1-C3氟烷基，两个m独立地代表1至5的整数），作为锂二次电池电解液的添加剂。