DIFLUOROMETHYLDIPHENYLPHOSPHINE OXIDE - A NEW REAGENT FOR CONVERSION OF CARBONYL-COMPOUNDS TO 1,1-DIFLUOROOLEFINS

被引：53

作者：

EDWARDS, ML

STEMERICK, DM

JARVI, ET

MATTHEWS, DP

MCCARTHY, JR

机构：

[1] Merrell Dow Research Institute, Cincinnati, OH 45215

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 39期

关键词：

D O I：

10.1016/S0040-4039(00)97899-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Difluoromethyldiphenylphosphine oxide (5) was synthesized from chlorodifluoromethane and diphenylphosphine oxide. Reaction of 5 with a variety of ketones and aldehydes gave 1,1-difluoroolefins. Monofluoromethyldiphenylphosphine oxide (7) was also synthesized but did not give monofluoroolefins. © 1990.

引用

收藏

页码：5571 / 5574

页数：4

相关论文

共 15 条

[1]

Burton D. J, 1975, J ORG CHEM, V40, P2797

[2] INTRAMOLECULAR 2+2 ADDITION OF A DIFLUOROVINYL ETHER ALDEHYDE YIELDS [3.2.0] AND NO [3.1.1] PRODUCTS [J].

FRIED, J ;

KITTISOPIKUL, S ;

HALLINAN, EA .

TETRAHEDRON LETTERS, 1984, 25 (39) :4329-4332

[3] CONVENIENT PROCEDURES FOR CONVERSION OF CARBONYL-COMPOUNDS TO GEM-DIFLUOROOLEFINS AND THEIR SELECTIVE REDUCTIONS TO MONOFLUOROOLEFINS [J].

HAYASHI, S ;

NAKAI, T ;

ISHIKAWA, N ;

BURTON, DJ ;

NAAE, DG ;

KESLING, HS .

CHEMISTRY LETTERS, 1979, (08) :983-986

[4]

HAYASHI S, 1980, CHEM LETT, P657

[5]

HUDLICKY M, 1976, CHEM ORGANIC FLUORIN, pCH5

[6] A NOVEL SYNTHESIS OF 1,1-DIFLUOROOLEFINS FROM 1,1,1-TRIFLUOROETHYL P-TOLUENESULFONATE VIA BORON ATE-COMPLEX [J].

ICHIKAWA, J ;

SONODA, T ;

KOBAYASHI, H .

TETRAHEDRON LETTERS, 1989, 30 (13) :1641-1644

[7]

KREUTZKAMP N, 1971, ARCH PHARM, V12, P896

[8] ENZYME-ACTIVATED IRREVERSIBLE INHIBITORS OF MONOAMINE-OXIDASE - PHENYLALLYLAMINE STRUCTURE ACTIVITY RELATIONSHIPS [J].

MCDONALD, IA ;

LACOSTE, JM ;

BEY, P ;

PALFREYMAN, MG ;

ZREIKA, M .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (02) :186-193

[9] A CONVENIENT METHOD FOR REPLACEMENT OF THE ANOMERIC HYDROXY GROUP IN CARBOHYDRATES BY DIFLUOROMETHYL FUNCTIONALITY [J].

MOTHERWELL, WB ;

TOZER, MJ ;

ROSS, BC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (19) :1437-1439

[10]

NAAE DG, 1973, SYNTHETIC COMMUN, V3, P197