METHOD FOR METAL-ORGANIC PRODUCTION OF ORGANIC INTERMEDIATE PRODUCTS BY MEANS OF ARYL LITHIUM-BASES
Production of aryllithium-electrophile reaction products comprises reacting an aryl halide with lithium, using the resulting organolithium compound to deprotonate an aromatic substrate, and reacting the resulting aryllithium with an electrophile. Production of aryllithium-electrophile reaction produ...
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Zusammenfassung: | Production of aryllithium-electrophile reaction products comprises reacting an aryl halide with lithium, using the resulting organolithium compound to deprotonate an aromatic substrate, and reacting the resulting aryllithium with an electrophile. Production of aryllithium-electrophile reaction products of formula (VII) comprises reacting an aryl halide of formula (I) with lithium, using the resulting aromatic lithium compound of formula (II) to deprotonate an aromatic substrate of formula (III), and reacting the resulting aryllithium of formula (V) with an electrophile: Ar = phenyl (optionally substituted with alkyl, F or Cl), naphthyl (optionally substituted with alkyl) or biphenylyl; Hal = F, Cl, Br or I; X1-X4 = C, or XiRi (i = 1-4) is N, or two adjacent XiRi together form O, S, NH or NR; Z = an ortho-activating group in the case of benzoid aromatics or the same as R1-R4 in the case of heterocycles; R1-R4 = H, 1-12C (cyclo)alkyl, substituted (cyclo)alkyl, alkoxy, (di)alkylamino, (di)arylamino, (un)substituted phenyl, alkylthio, diarylphosphino, dialkylphosphino, alkylarylphosphino, (di)alkyl- or (di)arylcarbamoyl, alkylarylcarbamoyl, carboxylate, alkoxycarbonyl, 1-hydroxyalkyl, 1-alkoxyalkyl, F, Cl, NO2, CN or heteroaryl, or adjacent R1-R4 groups form an aromatic or alicyclic ring; El = electrophile. |
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