A DIRECT ACCESS TO ALPHA-DIONES FROM OXALYL CHLORIDE

被引：66

作者：

BABUDRI, F ^{[1
]}

FIANDANESE, V ^{[1
]}

MARCHESE, G ^{[1
]}

PUNZI, A ^{[1
]}

机构：

[1] UNIV BARI,DIPARTMENTO CHIM,CNR,CTR STUDIO METODOL INNOVAT SINTESI ORGAN,I-70126 BARI,ITALY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 40期

关键词：

D O I：

10.1016/0040-4039(95)01471-S

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cross-coupling reactions of oxalyl chloride with organocopper reagents, derived from Grignard reagents, cuprous bromide, and lithium bromide, provide a simple and straightforward method for the synthesis of symmetrical alpha-diones in very good yields.

引用

页码：7305 / 7308

页数：4

共 34 条

[11]

DEKIMPE N, 1994, SYNTHESIS-STUTTGART, P427

[12] STUDIES IN THE THIOPHENE SERIES .2. PREPARATION AND PHYTOCHEMICAL REDUCTION OF 2, 2'-THENOIN AND 2, 2'-THENIL [J].

DESCHAMPS, I ;

KING, WJ ;

NORD, FF .

JOURNAL OF ORGANIC CHEMISTRY, 1949, 14 (01) :184-187

[13] 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

[14] 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

[15] 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

[16] AN EASY COUPLING OF ACID-CHLORIDES INTO ALPHA-DIKETONES PROMOTED BY DIIODOSAMARIUM [J].

GIRARD, P ;

COUFFIGNAL, R ;

KAGAN, HB .

TETRAHEDRON LETTERS, 1981, 22 (40) :3959-3960

[17] A DIRECT CONVERSION OF VIC-DIOLS INTO 1,2-DIKETONES WITH AQUEOUS HYDROGEN-PEROXIDE CATALYZED BY PEROXOTUNGSTOPHOSPHATE (PCWP) [J].

IWAHAMA, T ;

SAKAGUCHI, S ;

NISHIYAMA, Y ;

ISHII, Y .

TETRAHEDRON LETTERS, 1995, 36 (09) :1523-1526

[18] NEW ASPECTS OF ORGANOCADMIUM CHEMISTRY .2. SELECTIVE ACTIVATION OF ORGANOCADMIUM REACTIONS -SYNTHESIS OF 1,2-DIKETONES AND ALPHA-OXO-ESTERS [J].

KOLLONITSCH, J .

JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1966, (04) :456-+

[19]

Krongauz E., 1977, RUSS CHEM REV+, V46, P59

[20] CHANGE OF ALPHA-AMINO-ACIDS INTO ALPHA-DIKETONES THROUGH OXAZOLINE INTERMEDIATES [J].

LEYENDECKER, J ;

NIEWOHNER, U ;

STEGLICH, W .

TETRAHEDRON LETTERS, 1983, 24 (23) :2375-2378

← 1 2 3 4 →