Recent progress in diaryl ether synthesis

被引：186
作者：
Frlan, Rok [1 ]
Kikelj, Danijel [1 ]
机构：
[1] Univ Ljubljana, Fac Pharm, Ljubljana 1000, Slovenia
来源：
SYNTHESIS-STUTTGART | 2006年 / 14期
关键词：
diaryl ether; Ullmann reaction; coupling reactions; Buchwald-Hartwig reaction; arylboronic acids;
D O I：
10.1055/s-2006-942440
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Diaryl ethers form an important class of organic compounds, both in life sciences and in the polymer industry. In general, diaryl ethers can be synthesized by means of copper-catalyzed Ull-mann diaryl ether coupling, palladium-catalysed Buchwald-Hartwig reaction, nucleophilic aromatic substitution, arylboronic acid diaryl ether coupling, oxidative coupling, and nucleophilic aromatic addition to metal-arene complexes. This review covers the progress in diaryl ether synthesis since 1999, with literature coverage through September 2005.
引用
收藏
页码：2271 / 2285
页数：15
相关论文
共 99 条
[1]   Novel electron-rich bulky phosphine ligands facilitate the palladium-catalyzed preparation of diaryl ethers [J].
Aranyos, A ;
Old, DW ;
Kiyomori, A ;
Wolfe, JP ;
Sadighi, JP ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (18) :4369-4378
[2]   Copper in cross-coupling reactions - The post-Ullmann chemistry [J].
Beletskaya, IP ;
Cheprakov, AV .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2337-2364
[3]   An efficient total synthesis of K-13, a non-competitive inhibitor of ACE I [J].
Bigot, A ;
Bois-Choussy, M ;
Zhu, JP .
TETRAHEDRON LETTERS, 2000, 41 (23) :4573-4577
[4]   TOTAL SYNTHESIS OF BOUVARDIN, O-METHYLBOUVARDIN, AND O-METHYL-N-9-DESMETHYLBOUVARDIN [J].
BOGER, DL ;
PATANE, MA ;
ZHOU, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (19) :8544-8556
[5]   Total synthesis of an atropdiastereomer of RP-66453 and determination of its absolute configuration [J].
Bois-Choussy, M ;
Cristau, P ;
Zhu, JP .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (35) :4238-4241
[6]   Synthesis of model tricyclic C-O-D-O-E-F-O-G ring of teicoplanin [J].
BoisChoussy, M ;
Vergne, C ;
Neuville, L ;
Beugelmans, R ;
Zhu, JP .
TETRAHEDRON LETTERS, 1997, 38 (33) :5795-5798
[7]   Studies toward the total synthesis of RP-66453 [J].
Boisnard, S ;
Zhu, JP .
TETRAHEDRON LETTERS, 2002, 43 (14) :2577-2580
[8]   Ullmann diaryl ether synthesis: Rate acceleration by 2,2,6,6-tetramethylheptane-3,5-dione [J].
Buck, E ;
Song, ZJ ;
Tschaen, D ;
Dormer, PG ;
Volante, RP ;
Reider, PJ .
ORGANIC LETTERS, 2002, 4 (09) :1623-1626
[9]   Copper promoted C-N and C-O bond cross-coupling with phenyl and pyridylboronates [J].
Chan, DMT ;
Monaco, KL ;
Li, RH ;
Bonne, D ;
Clark, CG ;
Lam, PYS .
TETRAHEDRON LETTERS, 2003, 44 (19) :3863-3865
[10]   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
12345678910