Straightforward method for the synthesis of pyrrolo[1,2-b]cinnolines starting from 2-nitrobenzaldehydes and 2-methylfurans has been elaborated. The key steps of the process are oxidative furan ring opening with diazonium cation and intramolecular alkylation of azo group of the resulted cinnoline with secondary allyl alcohol.
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This work received financial support from the Russian Foundation for Basic Research (grant 18-33-01250).
We are grateful to Dr. I. Profatilova for the fruitful discussions on results of the electrochemical studies.
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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2020, 56(8), 1030–1041
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Plieva, A.T., Chalikidi, P.N., Gutnov, A.V. et al. Novel synthetic approach to pyrrolo[1,2-b]cinnolines. Chem Heterocycl Comp 56, 1030–1041 (2020). https://doi.org/10.1007/s10593-020-02770-w
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DOI: https://doi.org/10.1007/s10593-020-02770-w