- PROCESS FOR PRODUCING 1,2-CIS-2-FLUOROCYCLOPROPANE-1-CARBOXYLIC ESTER COMPOUND
-
Provided is an industrially applicable process for producing 1,2-cis-2-fluorocyclopropane-1-carboxylic ester. A process for producing a compound represented by formula (3): [wherein R 1 represents, for example, a C1-C8 alkyl group], which process includes reacting a compound represented by formula (1) : [wherein X 1 represents a hydrogen atom, a chlorine atom, a bromine atom, or an iodine atom; X 2 represents a hydrogen atom, a chlorine atom, a bromine atom, or an iodine atom; X 1 and X 2 are not simultaneously hydrogen atoms; and R 1 has the same meaning as defined in formula (3)] with a reducing agent represented by formula (2): €?€?€?€?€?€?€?€?M 1 BH m R 2 n (2-1) or M 2 (BH m R 2 n ) 2 €?€?€?€?€?(2-2) [wherein M 1 represents an alkali metal atom; M 2 represents an alkaline earth metal atom or a zinc atom; R 2 represents, for example, a hydrogen atom; m represents an integer from 1 to 4; n represents an integer from 0 to 3; and the sum of m and n is 4] in the presence of an aprotic polar solvent, and a Lewis acid such as a halide of an atom selected from among, for example, boron, magnesium, and aluminum.
- -
-
Page/Page column 12
(2008/06/13)
-
- Fungicides which are N-pyridyl-cyclopropane carboxamides or derivatives thereof
-
Compounds of having the general formula (I): STR1 and stereoisomers thereof, wherein R1 is hydrogen, halogen, C1-4 alkoxy, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, C1-4 haloalkyl, C1-4 haloalkoxy, COR or cyano; R2, R3 and R4 are independently hydrogen, halogen or methyl, provided that R2, R3 and R4 are not all hydrogen and provided that when one of them is methyl then at least one of the other two is not hydrogen; STR2 wherein R5 is hydrogen, C1-4 alkyl (optionally substituted by hydrogen or cyano), optionally substituted benzyl, C2-4 alkenyl, C2-4 alkynyl, cyano, COR, C1-4 thioalkoxy, C1-4 thiohaloalkoxy or SNR7 R8 ; R7 and R8 are independently C1-4 alkyl or CO2 R; Y is oxygen or sulphur; R6 is C1-4 alkoxy, C1-4 thioalkoxy or --NR9 R10 ; and R9 and R10 are independently hydrogen, C1-4 alkyl, aryl or aralkyl or R9 and R10 join to form an optionally substituted heterocyclic ring and R is C1-4 alkyl or C3-7 cycloalkyl . These compounds are fungicidally active.
- -
-
-
- Fluorinated cyclopropanecarboxylic acids and their derivatives
-
The addition of halofluorocarbenes such as :CF2, :CClF or :CBrF, generated from the appropriate halofluoromethanes with bases, to butadiene or isoprene gives the corresponding l-vinyl substituted halofluorocyclopropanes in moderate to good yield. The vinyl group facilitates the carbene addition and permits a subsequent wide derivatisation. Several transformations including hydroboration, oxidation and Curtius degradation are presented. Furthermore, replacement of the chlorine atom in 2-chloro-2-fluorocyclopropanecarboxylic acid derivatives by hydrogen is achieved catalytically with Raney nickel. This sequence provides a convenient route to mono-fluorine substituted cyclopropane carboxylic acids.
- Gassen,Baasner
-
p. 127 - 139
(2007/10/02)
-