Transmetallations between aryltrialkyltins and borane:: synthesis of arylboronic acids and organotin hydrides

被引:14
作者
Faraoni, MB [1 ]
Koll, LC [1 ]
Mandolesi, SD [1 ]
Zúñiga, AE [1 ]
Podestá, JC [1 ]
机构
[1] Univ Nacl Sur, Dept Quim & Ingn Quim, Inst Invest Quim Organ, RA-8000 Bahia Blanca, Argentina
关键词
transmetallations; aryltrialkyltins; borane; organotin hydrides; arylboronic acids;
D O I
10.1016/S0022-328X(00)00536-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Aryltrialkyltin compounds react with borane in THF to give mixtures of trialkyltin hydrides and arylboranes, which on hydrolysis give arylboronic acid in high yields. The arylboronic acids are easily separated and obtained free of organotins. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:236 / 238
页数:3
相关论文
共 17 条
[1]  
BREUER SW, 1974, TETRAHEDRON LETT, V42, P3719
[2]   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
[3]  
CHOPA AB, 1983, SYNTHESIS-STUTTGART, P722
[4]  
Diederich F., 1998, METAL CATALYZED CROS
[5]   Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine [J].
Evans, DA ;
Katz, JL ;
West, TR .
TETRAHEDRON LETTERS, 1998, 39 (19) :2937-2940
[6]   PALLADIUM(O)-CATALYZED CROSS-COUPLING REACTION OF ALKOXYDIBORON WITH HALOARENES - A DIRECT PROCEDURE FOR ARYLBORONIC ESTERS [J].
ISHIYAMA, T ;
MURATA, M ;
MIYAURA, N .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (23) :7508-7510
[7]  
KABALKA GW, 1983, J ORGANOMET CHEM, V259, P268
[8]   ORGANIC COMPOUNDS OF BORON [J].
LAPPERT, MF .
CHEMICAL REVIEWS, 1956, 56 (05) :959-1064
[9]  
NESMEYANOV AN, 1967, METHODS ELEMENTOORGA, V1
[10]  
NEUMANN WP, 1970, ORGANIC CHEM TIN, pCH3