Formation of heteroatom-carbon bonds, giving products of interest for the pharmaceutical and agrochemical industries, comprises using an organolithium compound prepared by reacting an aliphatic or aromatic halide with lithium

摘要

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.