Preparation of (phenylsulfinyl)phenols from aryl phenyesulfinates: 'thia-Fries rearrangement'

被引:15
作者
Jung, ME
Lazarova, TI
机构
[1] Dept. of Chemistry and Biochemistry, University of California, Los Angeles
关键词
D O I
10.1016/0040-4039(95)02068-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of aryl phenylsulfinates 5 (prepared from phenols 1 by reaction with phenylsulfinyl chloride)with AlCl3 at 25 degrees C furnishes good yields of the (phenylsulfinyl)phenols 2 via a 'thia-Fries rearrangement.'
引用
收藏
页码:7 / 8
页数:2
相关论文
共 11 条
[1]  
ANDERSEN KK, 1984, J ORG CHEM, V49, P4070, DOI 10.1021/jo00195a042
[2]  
BALIAH V, 1961, RECL TRAV CHIM PAY B, V80, P139
[3]   ASYMMETRIC-SYNTHESIS OF ALKANESULFINATES AND ARENESULFINATES OF DIACETONE-D-LUCOSE (DAG) - AN IMPROVED AND GENERAL-ROUTE TO BOTH ENANTIOMERICALLY PURE SULFOXIDES [J].
FERNANDEZ, I ;
KHIAR, N ;
LLERA, JM ;
ALCUDIA, F .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) :6789-6796
[4]  
HEANEY H, 1991, COMPREHENSIVE ORGANI, V2, P745
[5]   NEW METHOD FOR THE PREPARATION OF ORTHO-ARYLOXYPHENOLS - PUMMERER-TYPE REARRANGEMENT OF AN OMICRON-HYDROXYARYL SULFOXIDE [J].
JUNG, ME ;
JACHIET, D ;
KHAN, SI ;
KIM, C .
TETRAHEDRON LETTERS, 1995, 36 (03) :361-364
[6]   VICARIOUS NUCLEOPHILIC AROMATIC-SUBSTITUTION VIA TRAPPING OF AN ALPHA-KETOSULFONIUM ION GENERATED BY PUMMERER-TYPE REARRANGEMENT OF 2-(PHENYLSULFINYL)PHENOLS - PREPARATION OF BIARYLS [J].
JUNG, ME ;
KIM, C ;
VONDEMBUSSCHE, L .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (12) :3248-3249
[7]  
JUNG MYL, UNPUB
[8]  
KASI D, 1990, J CHEM SOC CHEM COMM, P1613
[9]   USES OF THE FRIES REARRANGEMENT FOR THE PREPARATION OF HYDROXYARYLKETONES - A REVIEW [J].
MARTIN, R .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (04) :369-435
[10]  
PATWA BS, 1976, J I CHEM CALCUTTA, V48, P116