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Updated: Sep 11, 2025

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A concise synthesis of pyrrolo[2,3-d]pyrimidine through I2/DMSO promoted cascade annulation
Meng Xia1, Siyuan Jiang1, Lingxian Zhao1
1Key Laboratory of Natural Pharmaceutical and Chemical Biology of Yunnan Province, School of Chemistry and Resources Engineering, Honghe University, Mengzi, Yunnan, 661100, China.
Abstract:
An attractive approach for the preparation of pyrrolo[2,3-d]pyrimidines has been developed via I2/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.
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