Xia Meng, Jiang Siyuan, Zhao Lingxian, Deng Ni, Yin Yue, Liu Zhenjie, Duan Suyue, Shen Xianfu, Wang Xuequan
Key Laboratory of Natural Pharmaceutical and Chemical Biology of Yunnan Province, School of Chemistry and Resources Engineering, Honghe University, Mengzi, Yunnan, 661100, China.
Yunnan Key Laboratory of Crystalline Porous Organic Functional Materials, College of Chemistry and Environmental Science, Qujing Normal University, Qujing, Yunnan, 655011, China.
BMC Chem. 2025 Aug 13;19(1):238. doi: 10.1186/s13065-025-01609-9.
An attractive approach for the preparation of pyrrolo[2,3-d]pyrimidines has been developed via I/DMSO promoted cascade annulation of 6-amino-1,3-dimethyluracil with aurones. The reaction involves Michael addition, iodination, intramolecular nucleophilic substitution, and spiro ring opening in one-step process, and affords a series of natural product analogues containing pyrrolo[2,3-d]pyrimidine in good yields (up to 99%). Additionally, this protocol exhibits the advantages of high atom economy, inexpensive catalyst, readily available materials, convenient operation and applicability for large-scale synthesis.
通过I/DMSO促进6-氨基-1,3-二甲基尿嘧啶与噢哢的串联环化反应，开发了一种制备吡咯并[2,3-d]嘧啶的有效方法。该反应在一步过程中涉及迈克尔加成、碘化、分子内亲核取代和螺环开环，并以良好的产率（高达99%）得到了一系列含有吡咯并[2,3-d]嘧啶的天然产物类似物。此外，该方法具有原子经济性高、催化剂廉价、原料易得、操作简便以及适用于大规模合成等优点。
