Practical synthesis of acetophenones from phenoltriflates

被引:13
作者
Garrido, F
Raeppel, S
Mann, A
Lautens, M
机构
[1] Univ Strasbourg 1, Fac Pharm, Lab Pharmacochim & Commun Cellulaire, UMR 7081,CNRS, F-67401 Illkirch Graffenstaden, France
[2] Univ Toronto, Dept Chem, Lash Miller Chem Labs, Toronto, ON M5S 3H6, Canada
关键词
palladium catalysis; carbonylation; acylation;
D O I
10.1016/S0040-4039(00)01935-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new practical method for the preparation of acetophenone from aryl triflates is reported. The acyl group is installed by a mixture of SnMe4, Pd(0) and CO (balloon), using a three-component procedure. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:265 / 266
页数:2
相关论文
共 13 条
[1]  
ALLEN CFH, 1927, J AM CHEM SOC, V49, P1826
[2]   Selective endothelin a receptor antagonists. 3. Discovery and structure-activity relationships of a series of 4-phenoxybutanoic acid derivatives [J].
Astles, PC ;
Brealey, C ;
Brown, TJ ;
Facchini, V ;
Handscombe, C ;
Harris, NV ;
McCarthy, C ;
McLay, IM ;
Porter, B ;
Roach, AG ;
Sargent, C ;
Smith, C ;
Walsh, RJA .
JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (15) :2732-2744
[3]   ALPHA-REGIOSELECTIVITY IN PALLADIUM-CATALYZED ARYLATION OF ACYCLIC ENOL ETHERS [J].
CABRI, W ;
CANDIANI, I ;
BEDESCHI, A ;
PENCO, S ;
SANTI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) :1481-1486
[4]   PALLADIUM-CATALYZED ARYLATION OF UNSYMMETRICAL OLEFINS - BIDENTATE PHOSPHINE LIGAND CONTROLLED REGIOSELECTIVITY [J].
CABRI, W ;
CANDIANI, I ;
BEDESCHI, A ;
SANTI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (13) :3558-3563
[5]   1,10-PHENANTHROLINE DERIVATIVES - A NEW LIGAND CLASS IN THE HECK REACTION - MECHANISTIC ASPECTS [J].
CABRI, W ;
CANDIANI, I ;
BEDESCHI, A ;
SANTI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (26) :7421-7426
[6]   LIGAND-CONTROLLED ALPHA-REGIOSELECTIVITY IN PALLADIUM-CATALYZED ARYLATION OF BUTYL VINYL ETHER [J].
CABRI, W ;
CANDIANI, I ;
BEDESCHI, A ;
SANTI, R .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3654-3655
[7]   PALLADIUM-CATALYZED CARBONYLATIVE COUPLING OF VINYL TRIFLATES WITH ORGANOSTANNANES - A TOTAL SYNTHESIS OF (+/-)DELTA-9(12)-CAPNELLENE [J].
CRISP, GT ;
SCOTT, WJ ;
STILLE, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (24) :7500-7506
[8]   PALLADIUM-CATALYZED CARBONYLATIVE COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES [J].
ECHAVARREN, AM ;
STILLE, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) :1557-1565
[9]   RELATIVE REACTIVITIES OF CERTAIN ACYLATING AGENTS IN FRIEDEL-CRAFTS REACTIONS [J].
MAN, EH ;
HAUSER, CR .
JOURNAL OF ORGANIC CHEMISTRY, 1952, 17 (03) :397-403
[10]   Friedel-Crafts acylation with malonic acids in polyphosphoric acid [J].
Renault, O ;
Dallemagne, P ;
Rault, S .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1999, 31 (03) :324-328