The conversion of phenols to the corresponding aryl halides under mild conditions

被引:116
作者
Thompson, ALS [1 ]
Kabalka, GW [1 ]
Akula, MR [1 ]
Huffman, JW [1 ]
机构
[1] Clemson Univ, Dept Chem, Clemson, SC 29634 USA
来源
SYNTHESIS-STUTTGART | 2005年 / 04期
关键词
aryl halides; phenols; boronates; halogenation; palladium coupling;
D O I
10.1055/s-2005-861791
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mild, novel procedures have been developed for the syntheses of aryl halides from the corresponding phenols in modest to good yields via boronate ester intermediates.
引用
收藏
页码:547 / 550
页数:4
相关论文
共 29 条
[1]   PTERIDINE STUDIES .25. PREPARATION HYDRATION + DEGRADATION OF SOME CHLOROPTERIDINES [J].
ALBERT, A ;
CLARK, J .
JOURNAL OF THE CHEMICAL SOCIETY, 1964, (MAY) :1666-&
[2]  
Baddiley J, 1944, J CHEM SOC, P678
[3]   A SIMPLE AND GENERAL-ROUTE TO ARYL IODIDES FROM ARENES [J].
BARLUENGA, J ;
CAMPOS, PJ ;
GONZALEZ, JM ;
ASENSIO, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (11) :2623-2624
[4]   PREPARATION OF ARYL CHLORIDES FROM PHENOLS [J].
BAY, E ;
BAK, DA ;
TIMONY, PE ;
LEONEBAY, A .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) :3415-3417
[5]   THE SYNTHESIS AND PROPERTIES OF 6-CHLOROPURINE AND PURINE [J].
BENDICH, A ;
RUSSELL, PJ ;
FOX, JJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (23) :6073-6077
[6]  
BESTMANN HJ, 1966, LIEBIGS ANN CHEM, V698, P106
[7]   NEW SYNTHESES OF ARYL FLUORIDES AND ARYL FLUOROSULFONATES FROM OXYFLUORIDES OF SULFUR [J].
CRAMER, R ;
COFFMAN, DD .
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (10) :4164-&
[8]   SYNTHESIS OF 5-(TERT-ALKYL)RESORCINOLS [J].
DOMINIANNI, SJ ;
RYAN, CW ;
DEARMITT, CW .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (02) :344-346
[9]   PALLADIUM-CATALYZED COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES [J].
ECHAVARREN, AM ;
STILLE, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5478-5486
[10]  
HARAYAMA T, 1994, CHEM PHARM BULL, V42, P2170