4-STANNYLCOUMARINS AS USEFUL REAGENTS IN A NEW APPROACH TO NEOFLAVONOIDS

被引:26
作者
CIATTINI, PG
MORERA, E
ORTAR, G
机构
[1] UNIV ROMA LA SAPIENZA,CNR,DIPARTIMENTO STUDI FARMACEUT,I-00185 ROME,ITALY
[2] UNIV ROMA LA SAPIENZA,CNR,CTR STUDIO CHIM FARM,I-00185 ROME,ITALY
关键词
D O I
10.1080/00397919508011837
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
6-Trimethylstannylcoumarins 2, conveniently obtained from the corresponding 4-triflyloxycoumarins 1, undergo Pd(0)/CuI-cocatalyzed cross-coupling reactions with a variety of aryl iodides to afford 4-arylcoumarins 4 in moderate to good yields. Aryl triflates are less effective as coupling partners.
引用
收藏
页码:2883 / 2894
页数:12
相关论文
共 35 条
[21]   A NEW TRANSMETALATION ROUTE TO MIXED TRIMETHYLSTANNYLCUPRATES - ME3SN(R)CU(CN)LI2 [J].
LIPSHUTZ, BH ;
SHARMA, S ;
REUTER, DC .
TETRAHEDRON LETTERS, 1990, 31 (50) :7253-7256
[22]   CONVENIENT PREPARATION AND MANIPULATION OF ME3SNH FROM ME3SNCL - FORMATION AND USE OF MIXED TRIMETHYLSTANNYLCUPRATES VIA TRANSMETALATION REACTIONS [J].
LIPSHUTZ, BH ;
REUTER, DC .
TETRAHEDRON LETTERS, 1989, 30 (35) :4617-4620
[23]   FINE TUNING THE SI-SN BOND - TRANSMETALLATIONS FORMING EITHER TRIALKYLSTANNYL OR TRIALKYLSILYL HIGHER-ORDER CYANOCUPRATES [J].
LIPSHUTZ, BH ;
REUTER, DC ;
ELLSWORTH, EL .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (21) :4975-4977
[24]  
MITCHELL TN, 1992, SYNTHESIS-STUTTGART, P803
[25]   FACILE FORMATION AND REACTIONS OF MIXED TRIMETHYLSTANNYLMETHYLCUPRATES [J].
OEHLSCHLAGER, AC ;
HUTZINGER, MW ;
AKSELA, R ;
SHARMA, S ;
SINGH, SM .
TETRAHEDRON LETTERS, 1990, 31 (02) :165-168
[26]   BASE-MODIFIED PYRIMIDINE NUCLEOSIDES - EFFICIENT ENTRY TO 6-DERIVATIZED URIDINES BY SN-PD TRANSMETALATION-COUPLING PROCESS [J].
PALMISANO, G ;
SANTAGOSTINO, M .
TETRAHEDRON, 1993, 49 (12) :2533-2542
[27]   TANDEM ANIONIC [3,3] SIGMATROPY AND SN' DISPLACEMENT - NEW SYNTHETIC TECHNOLOGY FOR THE CONSTRUCTION OF HYDROAZULENONE AND RELATED FRAMEWORKS [J].
PAQUETTE, LA ;
SHI, YJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (23) :8478-8489
[28]   REGIOSELECTIVE ROUTES TO NUCLEOPHILIC OPTICALLY-ACTIVE 2-CARENE AND 3-CARENE SYSTEMS [J].
PAQUETTE, LA ;
ROSS, RJ ;
SHI, YJ .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (05) :1589-1598
[29]   PREPARATION AND ALKYLATION OF CYCLIC BETA-TRIMETHYLSTANNYL ALPHA,BETA-UNSATURATED ESTERS - A NEW, GENERAL ANNULATION SEQUENCE [J].
PIERS, E ;
TSE, HLA .
TETRAHEDRON LETTERS, 1984, 25 (30) :3155-3158
[30]   DILITHIUM (TRIMETHYLSTANNYL)(2-THIENYL)(CYANO)CUPRATE, A SYNTHETICALLY USEFUL HIGHER-ORDER CUPRATE REAGENT [J].
PIERS, E ;
TILLYER, RD .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (22) :5366-5369