RU2008135294A

RU2008135294A - NAPHTHALINE DERIVATIVES

Info

Publication number: RU2008135294A
Application number: RU2008135294/04A
Authority: RU
Inventors: Ютака НАГАСИМА (JP); Ютака НАГАСИМА; Ютака КАДОМОТО (JP); Ютака КАДОМОТО; Тецуо КУСУМОТО (JP); Тецуо КУСУМОТО; Рубен Кристофорович Гейвандов (RU); Рубен Кристофорович Гейвандов; Татьяна Александровна Гейвандова (RU); Татьяна Александровна Гейвандова; Ирина Федоровна Агафонова (RU); Ирина Федоровна Агафонова; Владимир Григорьевич Чигринов (RU); Владимир Григорьевич Чигринов
Original assignee: Дик Корпорейшн (Jp); Дик Корпорейшн
Priority date: 2008-08-29
Filing date: 2008-08-29
Publication date: 2010-03-10
Also published as: JP5609011B2; JP2010053117A

Abstract

1. Нафталиновое производное, представленное формулой (I): ! [Химическая формула 1] ! ! где каждый из X1 и X2 независимо представляет собой атом водорода или атом фтора; X3 представляет собой атом водорода, гидроксильную группу, бензилоксигруппу, трифторметансульфонилоксигруппу, алкильную группу из 1-12 атомов углерода, алкенильную группу из 2-12 атомов углерода, алкинильную группу из 2-12 атомов углерода, алкоксильную группу из 1-12 атомов углерода или алкенилоксигруппу из 2-12 атомов углерода, в которой один или несколько атомов водорода в бензилоксигруппе, алкильной группе из 1-12 атомов углерода, алкенильной группе из 2-12 атомов углерода, алкинильной группе из 2-12 атомов углерода, алкоксильной группе из 1-12 атомов углерода или алкенилоксигруппе из 2-12 атомов углерода могут быть независимо замещенными атомом фтора, и каждая группа -CH2- может быть независимо замещенной -O-, -S-, -CO-, -COO-, -OCO- или -OCOO-; и X4 представляет собой атом водорода, гидроксильную группу или группу -B(OR1)2, в которой группа -R1 представляет собой атом водорода или алкильную группу из 1-4 атомов углерода; и n представляет собой 0 или 1. ! 2. Соединение по п.1, где, по меньшей мере, один из X1 и X2 представляет собой атом фтора в формуле (I). ! 3. Соединение по п.1, где X1 и X2 представляют собой атом фтора в формуле (I). ! 4. Способ получения нафталинового производного, представленного формулой (I) по п.1, где n=0, включающий взаимодействие 1-йоднафталинового производного, представленного формулой (II), с (трифторметил)-триметилсиланом в присутствии катализатора: ! [Химическая формула 2] ! ! где каждый из X1 и X2 независимо представляет собой атом водорода или атом фтора; X3 представляет собой атом водород1. Naphthalene derivative represented by the formula (I):! [Chemical formula 1]! ! where each of X1 and X2 independently represents a hydrogen atom or a fluorine atom; X3 represents a hydrogen atom, a hydroxyl group, a benzyloxy group, a trifluoromethanesulfonyloxy group, an alkyl group of 1-12 carbon atoms, an alkenyl group of 2-12 carbon atoms, an alkynyl group of 2-12 carbon atoms, an alkoxy group of 1-12 carbon atoms or an alkenyloxy group of 2-12 carbon atoms in which one or more hydrogen atoms in a benzyloxy group, an alkyl group of 1-12 carbon atoms, an alkenyl group of 2-12 carbon atoms, an alkynyl group of 2-12 carbon atoms, an alkoxyl group of 1-12 atoms carbon or an alkenyloxy group of 2-12 carbon atoms may be independently substituted with a fluorine atom, and each group -CH2- may be independently substituted -O-, -S-, -CO-, -COO-, -OCO- or -OCOO-; and X4 represents a hydrogen atom, a hydroxyl group or a group -B (OR1) 2, in which the group -R1 represents a hydrogen atom or an alkyl group of 1-4 carbon atoms; and n represents 0 or 1.! 2. The compound according to claim 1, where at least one of X1 and X2 represents a fluorine atom in the formula (I). ! 3. The compound according to claim 1, where X1 and X2 represent a fluorine atom in the formula (I). ! 4. A method of obtaining a naphthalene derivative represented by the formula (I) according to claim 1, where n = 0, comprising reacting the 1-iodonaphthalene derivative represented by the formula (II) with (trifluoromethyl) -trimethylsilane in the presence of a catalyst:! [Chemical formula 2]! ! where each of X1 and X2 independently represents a hydrogen atom or a fluorine atom; X3 represents a hydrogen atom

Claims

1. Naphthalene derivative represented by formula (I):

[Chemical formula 1]

where each of X ₁ and X ₂ independently represents a hydrogen atom or a fluorine atom; X ₃ represents a hydrogen atom, a hydroxyl group, a benzyloxy group, a trifluoromethanesulfonyloxy group, an alkyl group of 1-12 carbon atoms, an alkenyl group of 2-12 carbon atoms, an alkynyl group of 2-12 carbon atoms, an alkoxyl group of 1-12 carbon atoms or an alkenyloxy group of 2-12 carbon atoms, in which one or more hydrogen atoms in a benzyloxy group, an alkyl group of 1-12 carbon atoms, an alkenyl group of 2-12 carbon atoms, an alkynyl group of 2-12 carbon atoms, an alkoxy group of 1- 12 atom carbon or alkenyloxy group of 2-12 carbon atoms may independently be substituted with a fluorine atom, and each group -CH ₂ - may be independently substituted by -O-, -S-, -CO-, -COO-, -OCO- or -OCOO- ; and X ₄ represents a hydrogen atom, a hydroxyl group or a group —B (OR ₁ ) ₂ , in which the group —R ₁ represents a hydrogen atom or an alkyl group of 1-4 carbon atoms; and n represents 0 or 1.

2. The compound according to claim 1, where at least one of X ₁ and X ₂ represents a fluorine atom in the formula (I).

3. The compound according to claim 1, where X ₁ and X ₂ represent a fluorine atom in the formula (I).

4. A method of obtaining a naphthalene derivative represented by the formula (I) according to claim 1, where n = 0, comprising reacting a 1-iodonaphthalene derivative represented by the formula (II) with (trifluoromethyl) -trimethylsilane in the presence of a catalyst:

[Chemical formula 2]

where each of X ₁ and X ₂ independently represents a hydrogen atom or a fluorine atom; X ₃ represents a hydrogen atom, a hydroxyl group, a benzyloxy group, a trifluoromethanesulfonyloxy group, an alkyl group of 1-12 carbon atoms, an alkenyl group of 2-12 carbon atoms, an alkynyl group of 2-12 carbon atoms, an alkoxyl group of 1-12 carbon atoms or an alkenyloxy group of 2-12 carbon atoms, in which one or more hydrogen atoms in a benzyloxy group, an alkyl group of 1-12 carbon atoms, an alkenyl group of 2-12 carbon atoms, an alkynyl group of 2-12 carbon atoms, an alkoxy group of 1- 12 atom carbon or alkenyloxy group of 2-12 carbon atoms may independently be substituted with a fluorine atom, and each group -CH ₂ - may be independently substituted by -O-, -S-, -CO-, -COO-, -OCO- or -OCOO- ; and X ₄ represents a hydrogen atom, a hydroxyl group or a group —B (OR ₁ ) ₂ , in which the group —R ₁ represents a hydrogen atom or an alkyl group of 1-4 carbon atoms.

5. A method of obtaining a naphthalene derivative represented by formula (I) according to claim 1, where n = 1, comprising reacting a 1-naphthol derivative represented by formula (III) with a Umemoto reagent such as S-trifluoromethyl salt or Tony reagent such as hypervalent trifluoromethane iodine:

[Chemical formula 3]

where each of X ₁ and X ₂ independently represents a hydrogen atom or a fluorine atom; X ₃ represents a hydrogen atom, a benzyloxy group, a trifluoromethanesulfonyloxy group, an alkyl group of 1-12 carbon atoms, an alkenyl group of 2-12 carbon atoms, an alkynyl group of 2-12 carbon atoms, an alkoxy group of 1-12 carbon atoms or an alkenyloxy group of 2 -12 carbon atoms in which one or more hydrogen atoms in a benzyloxy group, an alkyl group of 1-12 carbon atoms, an alkenyl group of 2-12 carbon atoms, an alkynyl group of 2-12 carbon atoms, an alkoxyl group of 1-12 carbon atoms or alkenyl ksigruppe of 2-12 carbon atoms may independently be substituted with a fluorine atom, and each group -CH ₂ - may be independently substituted by -O-, -S-, -CO-, -COO-, -OCO- or -OCOO-; and X ₄ represents a hydrogen atom, and the group —R ₁ represents a hydrogen atom or an alkyl group of 1-4 carbon atoms.