ZrCl4-promoted halogen migration during an electrophilic amination of halogenated phenols

被引：39

作者：

Bombek, S

Lenarsic, R

Kocevar, M

Saint-Jalmes, L

Desmurs, JR

Polanc, S

机构：

[1] Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia

[2] KRKA DD, SI-8000 Novo Mesto, Slovenia

[3] Rhodia Ctr Rech Lyon, F-69192 St Fons, France

[4] Rhodia, Pharmaceut Ingredients Etoile Part Dieu, F-69457 Lyon 06, France

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 14期

关键词：

D O I：

10.1039/b203622c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An electrophilic amination of halogenated phenols with diisopropyl diazenedicarboxylate in the presence of ZrCl4 as a Lewis acid, accompanied by a halogen migration, was demonstrated for the first time; the fluorine, chlorine, bromine, or iodine atom migrated during the amination process under mild reaction conditions.

引用

收藏

页码：1494 / 1495

页数：2

相关论文

共 65 条

[31] AN EFFICIENT AND SIMPLE THALLIUM(III)-INDUCED CLEAVAGE OF THE HYDRAZINO MOIETY [J].

KOCEVAR, M ;

MIHORKO, P ;

POLANC, S .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1466-1469

[32] Controlled oxidation of thiols to disulfides by diazenecarboxamides [J].

Kosmrlj, J ;

Kocevar, M ;

Polanc, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (23) :3917-3919

[33]

Kosmrlj J, 1996, SYNLETT, P652

[34] PARA-DIRECTED AMINATION OF ELECTRON-RICH ARENES WITH BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE [J].

LEBLANC, Y ;

BOUDREAULT, N .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (13) :4268-4271

[35]

Lee KY, 2001, B KOR CHEM SOC, V22, P131

[36] ZrCl4-mediated regioselective electrophilic amination of activated arenes with new alkyl arylaminocarbonyldiazenecarboxylates:: Intermolecular and intramolecular reactions [J].

Lenarsic, R ;

Kocevar, M ;

Polanc, S .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (07) :2558-2563

[37] Regiospecific silylation of 2,5-dibromothiophene: a reinvestigation [J].

Lukevics, E ;

Arsenyan, P ;

Belyakov, S ;

Popelis, J ;

Pudova, O .

TETRAHEDRON LETTERS, 2001, 42 (10) :2039-2041

[38] PARTICIPATION OF OLIGOCHLOROBENZENES IN THE BASE-CATALYZED HALOGEN DANCE [J].

MACH, MH ;

BUNNETT, JF .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (23) :4660-4666

[39] A NEW CONVERGENT ROUTE TO 1-SUBSTITUTED ELLIPTICINES [J].

MARSAIS, F ;

PINEAU, P ;

NIVOLLIERS, F ;

MALLET, M ;

TURCK, A ;

GODARD, A ;

QUEGUINER, G .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (02) :565-573

[40]

Marzi E, 2001, EUR J ORG CHEM, V2001, P1371

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