A concise synthesis of pyrrolo[2,3-d]pyrimidine through I2/DMSO promoted cascade annulation

A concise synthesis of pyrrolo[2,3-d]pyrimidine through I2/DMSO promoted cascade annulation

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...

Full description

Saved in:
Bibliographic Details
Main Authors: Meng Xia, Siyuan Jiang, Lingxian Zhao, Ni Deng, Yue Yin, Zhenjie Liu, Suyue Duan, Xianfu Shen, Xuequan Wang
Format: Article
Language:English
Published: BMC 2025-08-01
Series:BMC Chemistry
Subjects:
Synthesis
Pyrrolo[2,3-d]pyrimidine
6-Aminouracil
I2/DMSO
Online Access:https://doi.org/10.1186/s13065-025-01609-9
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:2661-801X

Similar Items