Efficient synthesis of pyrrolo[2,3-d]pyrimidines via a Cu(I)/6-methylpicolinic acid catalyzed coupling reaction

[Display omitted] Copper/6-methylpicolinic acid catalyzed coupling reaction of substituted 5-bromopyrimidin-4-amines with alkynes and subsequent cyclization took place in DMSO at 100–110°C to afford 2-chloro-pyrrolo[2,3-d]pyrimidines in moderate to excellent yields. Variable functional groups, inclu...

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Bibliographic Details
Published in:Tetrahedron letters 2015-06, Vol.56 (23), p.3259-3261
Main Authors: Jiang, Xi, Sun, Dequn, Jiang, Yongwen, Ma, Dawei
Format: Article
Language:English
Subjects:
Catalysis
Coupling reaction
Cyclization
Heterocycle
Pyrrolo[2,3-d]pyrimidines
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Summary:[Display omitted] Copper/6-methylpicolinic acid catalyzed coupling reaction of substituted 5-bromopyrimidin-4-amines with alkynes and subsequent cyclization took place in DMSO at 100–110°C to afford 2-chloro-pyrrolo[2,3-d]pyrimidines in moderate to excellent yields. Variable functional groups, including aromatic and aliphatic groups, could be introduced at the 6 and 7 positions using this method.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.12.098