Efficient Access to 2,7-Diarylated Pyrido[3,2-d]pyrimidines Involving Regioselective­ Pallado-dehalogenation and Suzuki Cross-Coupling Reactions

Abstract

An efficient and original synthesis of various 2,7-disubstituted pyrido[3,2-d]pyrimidines is reported. The first synthesis of 2,7-dichloropyrido[3,2-d]pyrimidine, by selective palladium-catalyzed dechlorination of 2,4,7-trichloropyrido[3,2-d]pyrimidine at C-4, is described and its chemical reactivity is examined. Diarylated pyrido[3,2-d]pyrimidines were synthesized starting from 2,7-dichloropyrido[3,2-d]pyrimidine by regioselective Suzuki cross-­coupling reaction at C-2 and then at C-7.

Key words

pyrido[3,2-d]pyrimidines - palladium - Suzuki cross-coupling reaction - dechlorination - selectivity

• References

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