FORMYLATION OF ARYL HALIDES WITH CARBON-MONOXIDE AND SODIUM FORMATE IN THE PRESENCE OF PALLADIUM CATALYST

被引：59

作者：

OKANO, T

HARADA, N

KIJI, J

机构：

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1994年 / 67卷 / 08期

关键词：

D O I：

10.1246/bcsj.67.2329

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The formylation of aryl bromides or iodides with HCOONa at atmospheric pressure of CO readily proceeded in the presence of PdCl2(PPh3)2 in DMF to afford the corresponding aldehydes in good yields. The contamination with water promoted a side reaction to form carboxylic acids. The formylation using HCOOK or HCOONH4 as a hydride source was fast but gave a considerable amount of the reduction product.

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页码：2329 / 2332

页数：4

相关论文

共 22 条

[1] PALLADIUM-CATALYZED FORMYLATION OF ORGANIC HALIDES WITH CARBON-MONOXIDE AND TIN HYDRIDE [J].

BAILLARGEON, VP ;

STILLE, JK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (03) :452-461

[2] FORMYLATION OF ARYL CHLORIDES CATALYZED BY A PALLADIUM COMPLEX [J].

BENDAVID, Y ;

PORTNOY, M ;

MILSTEIN, D .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (23) :1816-1817

[3]

DREW D, 1972, INORG SYNTH, V13, P53

[4]

Drew D., 1972, INORG SYNTH, V13, P52, DOI DOI 10.1002/9780470132449.CH11

[5] CATALYTIC ASYMMETRIC REDUCTION OF ALLYLIC ESTERS WITH FORMIC-ACID CATALYZED BY PALLADIUM MOP COMPLEXES [J].

HAYASHI, T ;

IWAMURA, H ;

NAITO, M ;

MATSUMOTO, Y ;

UOZUMI, Y ;

MIKI, M ;

YANAGI, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (02) :775-776

[6] CARBOXYMETHYLATION OF ORGANIC HALIDES BY PALLADIUM COMPLEXES UNDER MILD CONDITIONS [J].

HIDAI, M ;

HIKITA, T ;

WADA, Y ;

FUJIKURA, Y ;

UCHIDA, Y .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (07) :2075-2077

[7] EFFECT OF BASE ON PALLADIUM-BLACK CATALYZED CARBONYLATION OF IODOBENZENE [J].

ITO, T ;

MORI, K ;

MIZOROKI, T ;

OZAKI, A .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (07) :2091-2094

[8] REACTION OF DIAZONIUM SALTS WITH TRANSITION-METALS .10. FORMYLATION OF ARENEDIAZONIUM SALTS WITH CARBON-MONOXIDE AND SILYL HYDRIDES UNDER PALLADIUM CATALYSIS [J].

KIKUKAWA, K ;

TOTOKI, T ;

WADA, F ;

MATSUDA, T .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 270 (03) :283-287

[9] CATALYTIC ACID FLUORIDE SYNTHESIS VIA CARBONYLATION OF ORGANIC BROMIDES IN THE PRESENCE POTASSIUM FLUORIDE [J].

OKANO, T ;

HARADA, N ;

KIJI, J .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (06) :1741-1743

[10] TRANSITION-METAL PHOSPHINE COMPLEXES POSSESSING A PHASE-TRANSFER FUNCTION - PREPARATION AND CATALYTIC REACTIVITY OF PALLADIUM PHOSPHINE COMPLEXES CONTAINING CROWN ETHERS [J].

OKANO, T ;

IWAHARA, M ;

SUZUKI, T ;

KONISHI, H ;

KIJI, J .

CHEMISTRY LETTERS, 1986, (09) :1467-1470