METHOD OF PRODUCING PHENYL-SUBSTITUTED HETEROCYCLIC DERIVATIVE THROUGH COUPLING USING TRANSITION METAL AS CATALYST Russian patent published in 2014 - IPC C07D277/20 C07D277/56 C07D275/03 C07D263/12 C07D213/79 

FIELD: chemistry.

SUBSTANCE: invention relates to a method which involves reacting a compound of formula (1), where: R¹ is a hydrogen atom or a halogen atom; R² is a hydrogen atom, a cyano group, a nitro group, a halogen atom, a formyl group or a halomethyl group; A is a hydrogen atom, C₁-C₈ alkyl group, C₃-C₆ cycloalkyl group, a phenyl group, a fluorine atom (only when X denotes a bond), a protective group for a hydroxyl group (only when X denotes an oxygen atom), where A can be substituted with 1 to 3 substitutes, such a substitute representing a group selected from a group consisting of a halogen atom, C₁-C₄ alkyl group, C₁-C₄ alkoxy group, C₁-C₄ alkylthio group, C₃-C₆ cycloalkyl group, phenyl group, phenoxy group and pyridyl group; X is a bond (only when A is a phenyl group or a fluorine atom) or an oxygen atom; and Y is a leaving group and a compound of formula (2): H is a hydrogen atom; R³ is COOR^3a or COR^3b; R^3a is a hydrogen atom, C₁-C₄ alkyl group or protective ester group for the carboxyl group; R^3b is an amide protective group for the carboxyl group, a protective group which forms an amide with a neighbouring carbonyl group; R⁴ is a hydrogen atom, a halogen atom or a C₁-C₄ alkyl group; in the presence of a transition metal compound, selected from a group consisting of zero valence palladium and a salt of mon- and divalent palladium and (ii) a phophinic ligand capable of coordinating the transition metal compound to obtain a phenyl-substituted heterocyclic derivative of formula (3), where: A, X, R¹ and R² are as defined in formula (1); R³ and R⁴ are as defined in formula (2).

EFFECT: method of producing a phenyl-substituted heterocyclic derivative with fewer steps, high output and at a low cost.

17 cl, 11 tbl, 15 ex