| Autor: |
Nicolas Brach, Vincent Le Fouler, Vincent Bizet, Marian Lanz, Pascale Hoehn, Fabrice Gallou, Corinne Bailly, Michael Parmentier, Nicolas Blanchard |
| Rok vydání: |
2020 |
| DOI: |
10.26434/chemrxiv.12043989 |
| Popis: |
Although pyrimidines are not among the most reac-tive partners in intramolecular inverse-electron de-mand [4πs+2πs] reactions with alkynes, they could be activated under mild and practical conditions, leading to fused nitrogen-containing heterocycles. We report an optimized synthesis of a 5-iodo-7-aza-indazole by a one-pot Diels–Alder cascade that starts from a pyrimidine substituted in the 2-position by an (alkynyl)hydrazone. The safety of the process was carefully studied by DSC studies. Eventually, a selection of cross-coupling reactions of 17 was studied and allowed the introduction of carbon- and nitrogen-based nucleophiles at the C5-position in good to excellent yields. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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