Two‐stage Regioselective Access to Non‐symmetric 3, 5‐Diarylisoxazoles: Synthesis of Combretastatin A‐4 analogues. Issue 12 (10th November 2021) - Karetnikov, Georgy L.
Abstract: A new two‐stage regioselective access to non‐symmetric 3, 5‐diarylisoxazoles starting from readily available 2‐aryl‐1, 1‐dibromocyclopropanes is developed. The strategy based on the nitrosation/Suzuki arylation sequence ensures good yields of the products and a wide scope of substituents in both aryl rings. Using this strategy, a panel of combretastatin A‐4 (CA‐4) analogues presented by 3, 5‐diarylisoxazole structural motif was synthesized and evaluated for their biological activity Abstract : A new two ‐stage regioselective access to non‐symmetric 3, 5‐diarylisoxazoles starting from readily available 2‐aryl‐1, 1‐dibromocyclopropanes is developed. The strategy based on the nitrosation/Suzuki arylation sequence ensures good yields of the products and a wide scope of substituents in both aryl rings.