A convenient one-step synthesis of fluoroethylidene derivatives

被引：59

作者：

Chevrie, D

Lequeux, T

Demoute, JP

Pazenok, S

机构：

[1] Univ Caen, ENSIC, Lab Chim Mol & Thioorgan, CNRS,UMR 6507, F-14050 Caen, France

[2] Bayer CropSci GmbH, D-65926 Frankfurt, Germany

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 44期

关键词：

D O I：

10.1016/j.tetlet.2003.09.027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient one-step synthesis of gem-monofluoroalkylolefins starting from aldehydes or ketones was developed. This method comprises the utilisation of 2-(1-fluoroethyl)sulfonyl-1,3-benzothiazole according to Julia's procedure and opens a new opportunity for the synthesis of fluoroalkylidene derivatives. (C) 2003 Elsevier Ltd. All rights reserved.

引用

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页码：8127 / 8130

页数：4

相关论文

共 33 条

[21] Sulfanyl- and selanyldifluoromethylphosphonates as a source of phosphonodifluoromethyl radicals and their addition onto alkenes [J].

Lequeux, T ;

Lebouc, F ;

Lopin, C ;

Yang, HL ;

Gouhier, G ;

Piettre, SR .

ORGANIC LETTERS, 2001, 3 (02) :185-188

[22] STEREOSPECIFIC METHOD TO E-TERMINAL AND Z-TERMINAL FLUORO OLEFINS AND ITS APPLICATION TO THE SYNTHESIS OF 2'-DEOXY-2'-FLUOROMETHYLENE NUCLEOSIDES AS POTENTIAL INHIBITORS OF RIBONUCLEOSIDE DIPHOSPHATE REDUCTASE [J].

MCCARTHY, JR ;

MATTHEWS, DP ;

STEMERICK, DM ;

HUBER, EW ;

BEY, P ;

LIPPERT, BJ ;

SNYDER, RD ;

SUNKARA, PS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) :7439-7440

[23] Stereospecific synthesis of 1-fluoro olefins via (fluorovinyl)stannanes and an unequivocal NMR method for the assignment of fluoro olefin geometry [J].

McCarthy, JR ;

Huber, EW ;

Le, TB ;

Laskovics, FM ;

Matthews, DP .

TETRAHEDRON, 1996, 52 (01) :45-58

[24] A NEW ROUTE TO VINYL FLUORIDES [J].

MCCARTHY, JR ;

MATTHEWS, DP ;

EDWARDS, ML ;

STEMERICK, DM ;

JARVI, ET .

TETRAHEDRON LETTERS, 1990, 31 (38) :5449-5452

[25] TERMINAL DIFLUORO OLEFIN ANALOGS OF SQUALENE ARE TIME-DEPENDENT INHIBITORS OF SQUALENE EPOXIDASE [J].

MOORE, WR ;

SCHATZMAN, GL ;

JARVI, ET ;

GROSS, RS ;

MCCARTHY, JR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) :360-361

[26]

Pazenok S., 2002, PCT Int. Appl., Patent No. 0240459

[27] A NOVEL SYNTHESIS OF HALOALKENES FROM ALDEHYDES WITH CARBON-CARBON COUPLING [J].

SATOH, T ;

ITOH, N ;

ONDA, KI ;

KITOH, Y ;

YAMAKAWA, K .

TETRAHEDRON LETTERS, 1992, 33 (11) :1483-1484

[28] A Synthesis of (+)-Herboxidiene A [J].

Smith, N. D. ;

Kocicnski, P. J. ;

Street, S. D. A. .

Synthesis, 1996, (05)

[29] Recent advances in electrophilic fluorination [J].

Taylor, SD ;

Kotoris, CC ;

Hum, G .

TETRAHEDRON, 1999, 55 (43) :12431-12477

[30] Studies on the active conformation of the NK1 antagonist GCP 49823 .2. Fluoro-olefin analogs of tertiary amide rotamers. [J].

Veenstra, SJ ;

Hauser, K ;

Felber, P .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (03) :351-354

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