| Autor: |
Jakubczyk M; Institute of Bioorganic Chemistry, Polish Academy of Sciences, Noskowskiego 12/14, Poznań 61-704, Poland., Mkrtchyan S; Laboratory of Homogeneous Catalysis and Molecular Design at the Center of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, Łodź PL-90-363, Poland., Shkoor M; Department of Chemistry and Earth Sciences, Qatar University, P.O. Box 2713, Doha, Qatar., Lanka S; Lodz University of Technology, Stefana Żeromskiego 116, Lodz 90-924, Poland., Budzák Š; Department of Chemistry, Faculty of Natural Sciences, Matej Bel University, Tajovského 40, Banská Bystrica 97401, Slovakia., Iliaš M; Department of Chemistry, Faculty of Natural Sciences, Matej Bel University, Tajovského 40, Banská Bystrica 97401, Slovakia., Skoršepa M; Department of Chemistry, Faculty of Natural Sciences, Matej Bel University, Tajovského 40, Banská Bystrica 97401, Slovakia., Iaroshenko VO; Department of Chemistry, Faculty of Natural Sciences, Matej Bel University, Tajovského 40, Banská Bystrica 97401, Slovakia.; Department of Chemistry, University of Helsinki, A.I. Virtasen aukio 1, Helsinki 00014, Finland. |
| Abstrakt: |
Increased interest in the trifluoromethoxy group in organic synthesis and medicinal chemistry has induced a demand for new, selective, general, and faster methods applicable to natural products and highly functionalized compounds at a later stage of hit-to-lead campaigns. Applying pyrylium tetrafluoroborate, we have developed a mechanochemical protocol to selectively substitute the aromatic amino group with the OCF 3 functionality. The scope of our method includes 31 examples of ring-substituted anilines, including amides and sulfonamides. Expected S N Ar products were obtained in excellent yields. The presented concise method opens a pathway to new chemical spaces for the pharmaceutical industry. |
