Zirconium tetrachloride as a mediator for ambient temperature ortho-Fries rearrangements

被引:45
作者
Harrowven, DC
Dainty, RF
机构
[1] Department of Chemistry, The University
关键词
D O I
10.1016/0040-4039(96)01706-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Zirconium tetrachloride has been found to be an excellent mediator of the Fries reaction. Rearrangements occur at ambient temperature and are highly selective; giving the acetophenone derived from acetyl migration to the sterically least encumbered adjacent carbon. Copyright (C) 1996 Elsevier Science Ltd
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页码:7659 / 7660
页数:2
相关论文
共 9 条
[1]   THE MECHANISMS OF THE FRIES REACTION [J].
BALTZLY, R ;
IDE, WS ;
PHILLIPS, AP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (09) :2522-2533
[2]   THE FRIES REARRANGEMENT .5. EFFECT OF THE RING SUBSTITUENT AND THE ACYL GROUP [J].
CULLINANE, NM ;
EDWARDS, BFR .
JOURNAL OF THE CHEMICAL SOCIETY, 1958, (SEP) :2926-2929
[3]  
EINHORN C, 1989, SYNTHESIS-STUTTGART, P787
[4]  
GERECS A, 1964, FRIEDEL CRAFTS RELAT, V3, P499
[5]   A SYNTHETIC APPROACH TO THE PSEUDOPTEROSINS USING CASCADE TECHNOLOGY [J].
HARROWVEN, DC ;
DENNISON, ST ;
HOWES, P .
TETRAHEDRON LETTERS, 1994, 35 (24) :4243-4246
[6]  
Ley S. V., 1989, Ultrasound in synthesis, V1st
[7]  
Lickiss PD, 1996, CHEM BRIT, V32, P47
[8]  
PESTMAN JM, 1994, RECL TRAV CHIM PAY B, V113, P533
[9]  
WALTER DS, 1995, COMPREHENSIVE ORGANI, V3, P277