Facile O-arylation of phenols and carboxylic acids

被引：123

作者：

Liu, ZJ ^{[1
]}

Larock, RC ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 01期

关键词：

D O I：

10.1021/ol0361406

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile, transition-metal-free O-arylation procedure for phenols and aromatic carboxylic acids has been developed that affords good to excellent yields of arylated products under very mild reaction conditions. A methoxy-substituted aryl triflate affords O-arylated products in high yields with excellent regioselectivity. This chemistry tolerates a variety of functional groups.

引用

页码：99 / 102

页数：4

共 35 条

[1] Novel electron-rich bulky phosphine ligands facilitate the palladium-catalyzed preparation of diaryl ethers
Aranyos, A
Old, DW
Kiyomori, A
Wolfe, JP
Sadighi, JP
Buchwald, SL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (18) : 4369 - 4378
[2] SUBSTITUTED (2-PHENOXYPHENYL)ACETIC ACIDS WITH ANTI-INFLAMMATORY ACTIVITY .2.
ATKINSON, DC
GODFREY, KE
MYERS, PL
PHILLIPS, NC
STILLINGS, MR
WELBOURN, AP
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (10) : 1361 - 1364
[3] Beyer H., 1996, HDB ORGANIC CHEM, P497
[4] New synthetic method of aromatic ethers under microwave irradiation in dry media.
Bogdal, D
Pielichowski, J
Boron, A
[J]. SYNTHETIC COMMUNICATIONS, 1998, 28 (16) : 3029 - 3039
[5] New N- and O-arylations with phenylboronic acids and cupric acetate
Chan, DMT
Monaco, KL
Wang, RP
Winters, MP
[J]. TETRAHEDRON LETTERS, 1998, 39 (19) : 2933 - 2936
[6] Chaouchi M, 2002, EUR J ORG CHEM, V2002, P1278
[7] Intramolecular O-arylation of phenols with phenylboronic acids: Application to the synthesis of macrocyclic metalloproteinase inhibitors
Decicco, CP
Song, Y
Evans, DA
[J]. ORGANIC LETTERS, 2001, 3 (07) : 1029 - 1032
[8] SYNTHESIS OF COMBRETASTATIN D-2+
DESHPANDE, VH
GOKHALE, NJ
[J]. TETRAHEDRON LETTERS, 1992, 33 (29) : 4213 - 4216
[9] Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine
Evans, DA
Katz, JL
West, TR
[J]. TETRAHEDRON LETTERS, 1998, 39 (19) : 2937 - 2940
[10] Fischer E., 1895, BER, V28, P3254

← 1 2 3 4 →