A mild and efficient ultrasound-assisted synthesis of diaryl ethers without any catalyst

被引：73

作者：

Xu, Hui ^{[1
]}

Liao, Wu-Ming ^{[1
]}

Li, Hong-Feng ^{[1
]}

机构：

[1] NW A&F Univ, Coll Sci, Yangling 712100, Peoples R China

来源：

ULTRASONICS SONOCHEMISTRY | 2007年 / 14卷 / 06期

关键词：

diaryl ethers; fluoroarenes; ultrasound; SNAr reaction; catalyst-free; AROMATIC NUCLEOPHILIC-SUBSTITUTION; PHENYLBORONIC ACIDS; ARYLATION; HYDROGENATION; IRRADIATION; VANCOMYCIN; ACETATE; PHENOLS;

D O I：

10.1016/j.ultsonch.2007.01.002

中图分类号：

O42 [声学];

学科分类号：

070206 ; 082403 ;

摘要：

Diaryl ethers have been prepared by a mild and efficient SNAr reaction by coupling of various phenols including that having a electron-withdrawing group with activated fluoroarenes using sonication in good to excellent yields at very low temperature (58 degrees C) under catalyst-free. (C) 2007 Elsevier B.V. All rights reserved.

引用

页码：779 / 782

页数：4

共 30 条

[1] Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation [J].

Carcenac, Y ;

Tordeux, A ;

Wakselman, C ;

Diter, P .

JOURNAL OF FLUORINE CHEMISTRY, 2005, 126 (9-10) :1347-1355

[2] New N- and O-arylations with phenylboronic acids and cupric acetate [J].

Chan, DMT ;

Monaco, KL ;

Wang, RP ;

Winters, MP .

TETRAHEDRON LETTERS, 1998, 39 (19) :2933-2936

[3] Intramolecular O-arylation of phenols with phenylboronic acids: Application to the synthesis of macrocyclic metalloproteinase inhibitors [J].

Decicco, CP ;

Song, Y ;

Evans, DA .

ORGANIC LETTERS, 2001, 3 (07) :1029-1032

[4] Ultrasound-assisted hydrogenation of cinnamaldehyde [J].

Disselkamp, RS ;

Hart, TR ;

Williams, AM ;

White, JF ;

Peden, CHF .

ULTRASONICS SONOCHEMISTRY, 2005, 12 (04) :319-324

[5]

Evans DA, 1998, ANGEW CHEM INT EDIT, V37, P2700, DOI 10.1002/(SICI)1521-3773(19981016)37:19<2700::AID-ANIE2700>3.0.CO

[6]

2-P

[7]

GOTTSEGEN A, 1988, TETRAHEDRON LETT, V9, P5039

[8] Ultrasound accelerated esterification of bile acids [J].

Grönroos, A ;

Aittokallio, N ;

Kolehmainen, E .

ULTRASONICS SONOCHEMISTRY, 2004, 11 (3-4) :161-165

[9] An efficient catalyst system for diaryl ether synthesis from aryl chlorides [J].

Harkal, S ;

Kumar, K ;

Michalik, D ;

Zapf, A ;

Jackstell, R ;

Rataboul, F ;

Riermeier, T ;

Monsees, A ;

Beller, M .

TETRAHEDRON LETTERS, 2005, 46 (18) :3237-3240

[10] Synthesis of diaryl ethers through the copper-catalyzed arylation of phenols with aryl halides using microwave heating [J].

He, H ;

Wu, YJ .

TETRAHEDRON LETTERS, 2003, 44 (17) :3445-3446

← 1 2 3 →