Chemoselective Synthesis of 4,5-Diarylpyrrolo[2,3-d]pyrimidines (6,7-Diaryl-7-deazapurines) by Consecutive Suzuki and Liebeskind-Srogl Cross-Couplings
作者： Martin Klečka , Lenka Slavětínská , Blanka Klepetářová , Michal Hocek , Matouš Krömer
关键词: Stereochemistry 、 Pyrimidine 、 Suzuki reaction 、 Chemistry 、 Coupling 、 Chemoselectivity 、 Palladium 、 Aryl
摘要: A new chemoselective synthesis of pyrrolo[2,3-d]pyrimidines (7-deazapurines) bearing two different aryl groups at positions 4 and 5 was developed based on orthogonal cross-couplings. Starting from 7-benzyl-protected 4-(phenylsulfanyl)-5-iodopyrrolo[2,3-d]pyrimidine, the Pd-catalyzed Suzuki coupling with arylboronic acids proceeded selectively position 5, followed by Cu-mediated Liebeskind–Srogl 4. small library 4,5-diaryl derivatives prepared.
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