Consecutive SNH and Suzuki-Miyaura Cross-Coupling Reactions - an Efficient Synthetic Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments

[摘要]：The combination of the SuzukiMiyaura cross-coupling and nucleophilic aromatic substitution of hydrogen reactions is a versatile tool for the syntheses of 4-(1R-pyrrol-2-yl)- and 4-(1R-indol-3-yl)-5-(hetero)aryl-substituted pyrimidines from commercially available 5-bromopyrimidine. The SNH [AE, (additionelimination)] and SNH [AO, (additionoxidation)] reactions of 5-bromopyrimidine with pyrroles and indoles were studied by gas chromatographymass spectrometry. The structures of the intermediate sH adducts as well as the pyrrole-(hetero)arylpyrimidine and indole-(hetero)arylpyrimidine dyads were established for the first time by X-ray crystal structure analysis.

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