Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 62, Issue 1, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202215530
Keywords
Nitrenoid; Oxime; Phenanthridine; Planar Chirality; Rearrangement
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This study developed a practical method for the synthesis of phenanthridines through ring-expansion reaction, and successfully synthesized optically active planar chiral ferrocenyl phenanthridines.
Nitrenes and nitrenoids are highly reactive species and the proposed key intermediates in nitrogen-containing heterocyclic compound synthesis. In this work, we developed a practical method for the synthesis of phenanthridines by the reaction of oximes and Grignard reagents (with or without diethylzinc) via ring-expansion of magnesium coordinated nitrenoid complex as the key step. The method has been used to synthesize optically active planar chiral ferrocenyl phenanthridines.
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