Activation of the NC-H bond of Baylis-Hillman adducts of N-methylisatin with CAN/ROH

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Abstract

A facile method for activation of the NC-H bond of N-methylisatin and Baylis-Hillman adducts of N-methylisatin with cerium ammonium nitrate (CAN) and saturated and unsaturated alcohols is reported. Adducts bearing an ester group at the activated alkene afford functionalized ethers, while those with a nitrile afforded ethers and nitrated aromatic products in good yield. © 2006 Elsevier Ltd. All rights reserved.

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Shanmugam, P., Vaithiyanathan, V., & Viswambharan, B. (2006). Activation of the NC-H bond of Baylis-Hillman adducts of N-methylisatin with CAN/ROH. Tetrahedron Letters, 47(38), 6851–6855. https://doi.org/10.1016/j.tetlet.2006.07.070

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