TOP > 外国特許検索 > Bipyridyl compound

Bipyridyl compound

外国特許コード F180009351
整理番号 E112P05US2
掲載日 2018年4月17日
出願国 アメリカ合衆国
出願番号 201715819180
公報番号 20180072672
公報番号 10280142
出願日 平成29年11月21日(2017.11.21)
公報発行日 平成30年3月15日(2018.3.15)
公報発行日 令和元年5月7日(2019.5.7)
国際出願番号 JP2015052450
国際公開番号 WO2015115519
国際出願日 平成27年1月29日(2015.1.29)
国際公開日 平成27年8月6日(2015.8.6)
優先権データ
  • 特願2014-015211 (2014.1.30) JP
  • 2015JP52450 (2015.1.29) WO
  • 201615114347 (2016.7.26) US
発明の名称 (英語) Bipyridyl compound
発明の概要(英語) There are provided a compound capable of being a novel ligand allowing regioselective borylation to be performed in the aromatic borylation reaction, and a catalyst using the same compound. There is provided a bipyridyl compound represented by a general formula (1): (wherein A represents a single bond, a vinylene group or an ethynylene group; - - X represents an oxygen atom or a sulfur atom; - n pieces of R1 may be the same or different, and R1 represents a hydrogen atom, a halogen atom, an optionally substituted hydrocarbon group, an optionally substituted alkoxy group, an optionally substituted aryloxy group, an optionally substituted amino group, a cyano group, a nitro group, or an alkoxycarbonyl group, or two adjacent R1 may form a saturated or unsaturated ring structure optionally containing a hetero atom together with the carbon atoms bonded to the two R1; - R2 represents a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted alkoxy group, or an optionally substituted aryloxy group; and - n represents a number of 1 to 4).
従来技術、競合技術の概要(英語) BACKGROUND OF THE INVENTION
The Suzuki-Miyaura reaction performing a cross coupling between an organic halogen compound and an organic boron compound is an important method for carbon-carbon bond formation reaction and is widely applied. The organic boron compound used in this reaction is stable against water or air, and the product of the reaction is a boric acid salt to be thereby low in toxicity and has an advantage of being easily separable from the target product by washing with water.
For the purpose of synthesizing a wide range of compounds by using the Suzuki-Miyaura reaction, it is important to produce compounds each having a boron atom bonded to a specific position in an aromatic compound. In this connection, catalysts such as rhodium catalysts, iridium catalysts and rhenium catalysts are known as the catalysts for the aromatic borylation reactions allowing boron atoms to be bonded to aromatic compounds. In these catalysts, bipyridyl compounds, ethylenediamine compounds, phenanthroline compounds, cyclopentadienyl compounds and the like are used as ligands (Non Patent Literature 1 to Non Patent Literature 9).
特許請求の範囲(英語) [claim1]
1. A bipyridyl compound represented by a formula (1):
wherein A represents a single bond at an ortho-position relative to the uredio group;
X represents an oxygen atom;
n pieces of R1 may be the same or different, and
R1 represents a hydrogen atom, a halogen atom, a C1-10 alkyl group, a C2-10 alkenyl group, a C3-7 cycloalkvl group, a C6-10 aryl group, an optionally substituted alkoxy group, an optionally substituted aryloxy group, an optionally substituted amino group, a cyano group, a nitro group, or an alkoxycarbonyl group, or two adjacent R1 may form a saturated or unsaturated ring structure optionally containing a hetero atom together with the carbon atoms bonded to the two R1;
R2 represents a hydrogen atom, an unsubstituted C1-16 hydrocarbon group, a C1-16 hydrocarbon group substituted with a halogen, a C1-6 alkoxy group, a C1-6 alkyl group, or a halgeno-C1-6 alkyl group, an optionally substituted alkoxy group, or an optionally substituted aryloxy group; and
n represents a number of 1 to 4,
wherein the optional substitution on the hydrocarbon group of R1 is 1 to 3 halogen atoms, a cyano group, a nitro group, a halogeno C1-6 alkyl group or a C1-6 alkoxy group,
wherein the optional substitution on the alkoxy group and the aryloxy group of R1 is 1 to 3 halogen atoms, a cyano group, a nitro aroup, a halogeno C1-6 alkyl group or a C1-6 alkoxy group,
wherein the optional substitution on the amino group of R1 is a C1-6 alkyl group or a halogeno C1-6 alkyl group,
wherein the optional substitution on the hydrocarbon group of R2 is 1 to 3 halogen atoms, a cyano group, a nitro group, a halogeno C1-6 alkyl group or a C1-6 alkoxy group,
wherein the optional substitution on the alkoxy group and the aryloxy group of R2 is 1 to 3 halogen atoms, a cyano group, a nitro group, a halogeno C1-6 alkyl group or a C1-6 alkoxy group.

[claim2]
2. The bipyridyl compound according to claim 1, wherein R1 is a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, a cycloalkyl group having 3 to 7 carbon atoms, an aryl group having 6 to 10 carbon atoms, an aryloxy group having 6 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a C1-6 alkylamino group, a di(C1-6 alkyl)amino group or a C1-10 alkoxycarbonyl group.

[claim3]
3. The bipyridyl compound according to claim 1, wherein R2 is a hydrogen atom, an optionally substituted alkyl group having 1 to 10 carbon atoms, an optionally substituted alkenyl group having 2 to 10 carbon atoms, an optionally substituted cycloalkyl group having 3 to 7 carbon atoms, an optionally substituted aryl group having 6 to 10 carbon atoms, an optionally substituted alkoxy group having 1 to 10 carbon atoms or an optionally substituted aryloxy group having 6 to 10 carbon atoms.

[claim4]
4. The bipyridyl compound according to claim 1, wherein when R2 is a substituted non-heterocyclic group, the substitution is selected from the group consisting of 1 to 3 halogen atoms, a cyano group, a halogeno C1-6 alkyl group and a C1-6 alkoxy group.

[claim5]
5. The bipyridyl compound according to claim 1, which is 1-(2-([2,2′-Bipyridin]-5-yl)phenyl-3-(4-methoxyphenyl)urea.

[claim6]
6. The bipyridyl compound according to claim 1, which is 1-(2-([2,2′-Bipyridin]-5-yl)pheryl)-3-cyclohexylthiourea.

[claim7]
7. The bipyridyl compound according to claim 1, which is 1-(2-([2,2′-Bipyridin]-5-ylethynyl)phenyl)-3-phenylurea.

[claim8]
8. The bipyridyl compound according to claim 1, wherein R1 is a hydrogen atom.

[claim9]
9. The bipyridyl compound according to claim 1, wherein A represents a single bond or an ethynylene group.

[claim10]
10. The bipyridyl compound according to claim 1, wherein R1 represents a hydrogen atom, a halogen atom, an optionally substituted hydrocarbon group, an optionally substituted alkoxy group, an optionally substituted aryloxy group, an optionally substituted amino group, a cyano group, a nitro group, or an alkoxycarbonyl group.

[claim11]
11. The bipyridyl compound according to claim 9, wherein R1 represents a hydrogen atom, a halogen atom, an optionally substituted hydrocarbon group, an optionally substituted alkoxy group, an optionally substituted aryloxy group, an optionally substituted amino group, a cyano group, a nitro group, or an alkoxycarbonyl group.

[claim12]
12. The bipyridyl compound according to claim 1, wherein when R2 is an unsubstituted C1-16 hydrocarbon group or a C1-16 hydrocarbon group substituted with a C1-10 alkyl group, a C3-7 cycoalkyl group or a phenyl group.
  • 発明者/出願人(英語)
  • Kuninobu Yoichiro
  • Kanai Motomu
  • Ida Haruka
  • Nishi Mitsumi
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
国際特許分類(IPC)
参考情報 (研究プロジェクト等) ERATO KANAI Life Science Catalysis AREA
ライセンスをご希望の方、特許の内容に興味を持たれた方は、問合せボタンを押してください。

PAGE TOP

close
close
close
close
close
close