METHOD FOR THE ORGANOMETALLIC PRODUCTION OF ORGANIC INTERMEDIATE PRODUCTS COMPRISING CARBON-HETEROATOM BONDS ACHIEVED BY THE DEPROTONATION OF HETEROATOMS
Kind Code:
A1
Abstract not available for EP1537125
Abstract of corresponding document: DE10240260
Formation of heteroatom-carbon bonds comprises reacting an aliphatic or aromatic halide with lithium, using the resulting organolithium compound to deprotonate a heteroatom, and reacting the resulting lithium salt with a carbon electrophile. Formation of heteroatom-carbon bonds comprises reacting an aliphatic or aromatic halide of formula (I) with lithium, using the resulting organolithium compound of formula (II) to deprotonate a compound of formula (III), and reacting the resulting lithium salt of formula (IV) with a carbon electrophile to give a product of formula (V): R-Hal (I) R-Li (II) R1-X-H (III) R1-X-Li (IV) R1-X-El (V) R = 1-20C alkyl, aryl or heteroaryl; alkyl substituted with alkyl, aryl, heteroaryl, alkoxy, dialkylamino or alkylthio; or (un)substituted 3-8C cycloalkyl; Hal = F, Cl, Br or I; X = O, S, =N or NR2; R1, R2 = H, 1-20C alkyl, 2-20C alkenyl or alkynyl, substituted (cyclo)alkyl, acyl, alkoxy, aryloxy, (di)alkylamino, (di)arylamino, imino, sulfone, sulfonyl, (un)substituted phenyl, alkylthio, diarylphosphino, dialkylphosphino, alkylarylphosphino, (di)alkyl- or (di)arylcarbamoyl, alkylarylcarbamoyl, alkoxyalkyl, carboxylate, alkylcarboxylate, CN, CHO or heteroaryl, or R1+R2 forms an aromatic or alicyclic ring; El = electrophile.
Abstract of corresponding document: DE10240260
Formation of heteroatom-carbon bonds comprises reacting an aliphatic or aromatic halide with lithium, using the resulting organolithium compound to deprotonate a heteroatom, and reacting the resulting lithium salt with a carbon electrophile. Formation of heteroatom-carbon bonds comprises reacting an aliphatic or aromatic halide of formula (I) with lithium, using the resulting organolithium compound of formula (II) to deprotonate a compound of formula (III), and reacting the resulting lithium salt of formula (IV) with a carbon electrophile to give a product of formula (V): R-Hal (I) R-Li (II) R1-X-H (III) R1-X-Li (IV) R1-X-El (V) R = 1-20C alkyl, aryl or heteroaryl; alkyl substituted with alkyl, aryl, heteroaryl, alkoxy, dialkylamino or alkylthio; or (un)substituted 3-8C cycloalkyl; Hal = F, Cl, Br or I; X = O, S, =N or NR2; R1, R2 = H, 1-20C alkyl, 2-20C alkenyl or alkynyl, substituted (cyclo)alkyl, acyl, alkoxy, aryloxy, (di)alkylamino, (di)arylamino, imino, sulfone, sulfonyl, (un)substituted phenyl, alkylthio, diarylphosphino, dialkylphosphino, alkylarylphosphino, (di)alkyl- or (di)arylcarbamoyl, alkylarylcarbamoyl, alkoxyalkyl, carboxylate, alkylcarboxylate, CN, CHO or heteroaryl, or R1+R2 forms an aromatic or alicyclic ring; El = electrophile.
Inventors:
Meudt, Andreas (DE)
Lehnemann, Bernd (DE)
Erbes, Michael (DE)
Forstinger, Klaus (DE)
Lehnemann, Bernd (DE)
Erbes, Michael (DE)
Forstinger, Klaus (DE)
Application Number:
EP20030794905
Publication Date:
06/08/2005
Filing Date:
08/21/2003
View Patent Images:
Export Citation:
Assignee:
CLARIANT GMBH (DE)
International Classes:
C07B41/00; C07B41/00; C07B43/00; C07B43/00; C07B61/00; C07B61/00; C07C249/00; C07C249/16; C07C251/00; C07C251/86; C07C269/00; C07C269/04; C07C271/00; C07C271/28; C07C281/00; C07C281/04; C07C303/00; C07C303/40; C07C311/00; C07C311/53; C07C319/00; C07C319/14; C07C321/00; C07C321/14; C07D307/00; C07D307/42; (IPC1-7): C07F1/02; C07B41/02; C07C319/14; C07C323/22
European Classes:
C07B41/00; C07B43/00; C07C249/16; C07C269/04; C07C303/40; C07C319/14; C07D307/42C
Other References:
See references of WO 2004024737A1