Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume -, Issue -, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202300096
Keywords
heterocycles; indoles; molecular editing; pyrroles; single-atom insertions
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Skeletal editing through single-atom insertion reactions involving nitrogen heterocycles has been reported, utilizing electrophilic carbonyl cation equivalents and in situ generated nitrenes. This methodology enables transformation of pyrroles and indoles to pyridines, quinolines, and quinazolines, offering an innovative approach to complex molecular structures by heterocycle diversification and peripheral editing. Considering the significance of heterocycles in medicinal chemistry, biology, and natural products, these methods provide a valuable tool for molecular editing.
Skeletal editing via single-atom insertion reactions involving nitrogen heterocycles have been reported by two innovative and complementary methods for the conversion of pyrroles and indoles to pyridines, quinolines and quinazolines. The use of electrophilic carbonyl cation equivalents and in situ generated nitrenes enables molecular editing to transform heterocycles forming the foundation of best-selling pharmaceuticals. Considering the importance of heterocycles in medicinal chemistry, biology and natural products, these methods offer innovative approach to complex molecular structures by heterocycle diversification and peripheral editing.
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