ELECTROCHEMICAL FLUORINATION OF 4-TRIMETHYLSILYLAZETIDIN-2-ONES - AN EFFICIENT AND REGIOSELECTIVE PREPARATION OF 4-FLUOROAZETIDIN-2-ONES

被引：21

作者：

SUDA, K ^{[1
]}

HOTODA, K ^{[1
]}

AOYAGI, M ^{[1
]}

TAKANAMI, T ^{[1
]}

机构：

[1] SHIRATORI PHARMACEUT CO LTD,NARASHINO,CHIBA 275,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 11期

关键词：

D O I：

10.1039/p19950001327

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Anodic oxidation of 4-trimethylsilylazetidin-2-ones in the presence of Et3N·3HF gave 4-fluoroazetidin-2-ones in high yields under very mild conditions.

引用

页码：1327 / 1329

页数：3

共 29 条

[1] THE STEREOSELECTIVE SYNTHESIS OF 3-FLUORO-AZETIDINONES [J].

ARAKI, K ;

WICHTOWSKI, JA ;

WELCH, JT .

TETRAHEDRON LETTERS, 1991, 32 (40) :5461-5464

[2] 4-FLUOROZETIDINONE DERIVATIVES FROM SECOPENICILLANATE SULFONIUM TETRAFLUOROBORATES [J].

BRENNAN, J ;

HUSSAIN, FHS ;

VIRGILI, P .

TETRAHEDRON LETTERS, 1986, 27 (27) :3199-3202

[3] OXIDATIVE FLUORINATION OF SULFIDES IN PRESENCE OF ET3N.3HF [J].

BRIGAUD, T ;

LAURENT, E .

TETRAHEDRON LETTERS, 1990, 31 (16) :2287-2290

[4]

Childs W.V., 1991, ORGANIC ELECTROCHEMI, P1103

[5] ACTIVE HETEROMETHYLENE COMPOUNDS .3. SYNTHESIS OF 4,4-DIFLUORO-2-AZETIDINONES FROM ALPHA-HALOACETAMIDES AND FREON-22 [J].

CHUPP, JP ;

HEMMERLY, DM ;

FREEMAN, JJ .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (01) :245-248

[6] OBSERVATIONS ON THE REACTION OF CEPHALOSPORIN-V ESTERS WITH HYPERVALENT IODOARENE DIHALIDES [J].

EDMUNDS, JJ ;

MOTHERWELL, WB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (18) :1348-1349

[7] FLUOROKETENES .10. SYNTHESIS AND CHEMISTRY OF A PERFLUOROACYLKETENE AND A RELATED PERFLUOROVINYL KETONE [J].

ENGLAND, DC .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (01) :147-153

[8]

FILLER R, 1983, BIOMEDICAL ASPECTS F

[9] ELECTROLYTIC PARTIAL FLUORINATION OF ORGANIC-COMPOUNDS .4. REGIOSELECTIVE ANODIC MONOFLUORINATION OF 4-THIAZOLIDINONES AND ITS APPLICATION TO THE SYNTHESIS OF MONOFLUORO BETA-LACTAMS [J].

FUCHIGAMI, T ;

NARIZUKA, S ;

KONNO, A .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (14) :3755-3757

[10] ELECTROLYTIC PARTIAL FLUORINATION OF ORGANIC-COMPOUNDS .12. SELECTIVE ANODIC MONOFLUORINATION OF FLUOROALKYL AND ALKYL SULFIDES [J].

FUCHIGAMI, T ;

KONNO, A ;

NAKAGAWA, K ;

SHIMOJO, M .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (20) :5937-5941

← 1 2 3 →