Iron/Copper Co-Catalyzed Cross-Coupling Reaction for the Synthesis of 6‑Substituted 7‑Deazapurines and the Corresponding Nucleosides

• Published in: Journal of organic chemistry Vol. 85; no. 2; pp. 403 - 418
• Main Authors: Li, Qingfeng, Persoons, Leentje, Daelemans, Dirk, Herdewijn, Piet
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 17.01.2020; Amer Chemical Soc
• Subjects: aromatic compounds; Catalysis; catalytic activity; Cell Line, Tumor; cell lines; chemical structure; Chemistry; Chemistry, Organic; Copper - chemistry; cross-coupling reactions; cytotoxicity; Drug Screening Assays, Antitumor; Grignard reagents; Humans; iron; Iron - chemistry; neoplasm cells; neoplasms; organic chemistry; palladium; Physical Sciences; Purine Nucleosides - chemical synthesis; Purine Nucleosides - pharmacology; Purines - chemical synthesis; Purines - pharmacology; ribonucleosides; Science & Technology; IRON CATALYSIS; ALKENYL HALIDES; ANALOG; PYRROLOPYRIMIDINE NUCLEOSIDES; TUBERCIDIN; RIBONUCLEOSIDES; GLYCOSYLATION; GRIGNARD-REAGENTS

An efficient access to 6-substituted 7-deazapurine and the corresponding nucleosides by coupling aryl or alkyl Grignard reagents and halogenated purine nucleosides in the presence of Fe­(acac)3/CuI is described. A series of 6-substituted 7-deazapurines and the corresponding nucleosides were obtained...