ONE-STEP SYNTHESIS OF 1,N-DICARBONYL COMPOUNDS FROM CARBOXYLIC-ACID DERIVATIVES AND DI-GRIGNARD REAGENTS IN THE PRESENCE OF TRANSITION-METAL CATALYSTS

被引:22
作者
BABUDRI, F
DETTOLE, A
FIANDANESE, V
MARCHESE, G
NASO, F
机构
[1] Centro CNR di Studio sulle Metodologie Innovative di Sintesi Organiche, Dipartimento di Chimica Università di Bari, 70126 Bari
关键词
D O I
10.1016/0022-328X(91)83155-W
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The transition metal catalyzed cross-coupling reaction of alkane di-Grignard reagents with carboxylic acid derivatives provides a convenient one-step synthesis of symmetrical 1, n-diketones (n greater-than-or-equal-to 8) and long-chain dicaboxylic thiol esters.
引用
收藏
页码:53 / 58
页数:6
相关论文
共 21 条
[1]   A SYNTHESIS OF CIS-11-OCTADECENOIC AND TRANS-11-OCTADECENOIC (VACCENIC) ACIDS [J].
AHMAD, K ;
BUMPUS, FM ;
STRONG, FM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (10) :3391-3394
[2]  
BICKELHAUPT F, 1986, ORGANOMET SYNTH, V3, P403
[3]   FUNCTIONALIZED KETONES BY IRON MEDIATED REACTION OF GRIGNARD-REAGENTS WITH ACYL CHLORIDES [J].
CARDELLICCHIO, C ;
FIANDANESE, V ;
MARCHESE, G ;
RONZINI, L .
TETRAHEDRON LETTERS, 1987, 28 (18) :2053-2056
[4]   A HIGHLY EFFICIENT SYNTHETIC ROUTE TO KETONES THROUGH SEQUENTIAL COUPLING REACTIONS OF GRIGNARD-REAGENTS WITH S-PHENYL CARBONOCHLORIDOTHIOATE IN THE PRESENCE OF NICKEL OR IRON CATALYSTS [J].
CARDELLICCHIO, C ;
VIANDANESE, V ;
MARCHESE, G ;
RONZINI, L .
TETRAHEDRON LETTERS, 1985, 26 (30) :3595-3598
[5]   IRON CATALYZED CROSS-COUPLING REACTIONS OF ACYL CHLORIDES WITH GRIGNARD-REAGENTS - A MILD, GENERAL, AND CONVENIENT SYNTHESIS OF ALIPHATIC AND AROMATIC KETONES [J].
FIANDANESE, V ;
MARCHESE, G ;
MARTINA, V ;
RONZINI, L .
TETRAHEDRON LETTERS, 1984, 25 (42) :4805-4808
[6]   A NEW READY ROUTE TO 1,4-KETOALDEHYDES AND 1,4-DIKETONES WITH APPLICATION TO THE SYNTHESIS OF Z-JASMONE AND DIHYDROJASMONE [J].
FIANDANESE, V ;
MARCHESE, G ;
NASO, F .
TETRAHEDRON LETTERS, 1988, 29 (29) :3587-3590
[7]   ONE-STEP SYNTHESIS OF KETONES FROM CARBOXYLIC-ACIDS AND GRIGNARD-REAGENTS IN THE PRESENCE OF A NICKEL(II)-PHOSPHINE CATALYST [J].
FIANDANESE, V ;
MARCHESE, G ;
RONZINI, L .
TETRAHEDRON LETTERS, 1983, 24 (34) :3677-3680
[8]   ONE-STEP SYNTHESIS OF LONG-CHAIN ALIPHATIC ALPHA,OMEGA-DICARBOXYLIC ACIDS UTILIZING THE COPPER-CATALYZED REACTION OF BETA-PROPIOLACTONE WITH ALPHA,OMEGA-DI-GRIGNARD REAGENTS [J].
FUJISAWA, T ;
SATO, T ;
KAWARA, T ;
TAGO, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (01) :345-346
[9]   TETRAHEDRON REPORT - REVIEW OF ANNULATION [J].
JUNG, ME .
TETRAHEDRON, 1976, 32 (01) :3-31
[10]   TITANIUM-INDUCED REDUCTIVE COUPLING OF CARBONYLS TO OLEFINS [J].
MCMURRY, JE ;
FLEMING, MP ;
KEES, KL ;
KREPSKI, LR .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (17) :3255-3266