Activation of the NC-H bond of Morita-Baylis-Hillman adducts of N-substituted isatins with cerium ammonium nitrate (CAN) and alcohol (ROH)

作者：Shanmugam Ponnusamy^*; Vaithiyanathan Vadivel

来源：Canadian Journal of Chemistry, 2009, 87(4): 591-599.

DOI：10.1139/V09-020

• cerium ammonium nitrate (CAN)
• Morita-Baylis-Hillman adduct
• N-CH activation
• functionalised ethers
• nitration

A study on the activation of the NC-H bond of Morita-Baylis-Hillman adducts of N-substituted isatin with cerium ammonium nitrate (CAN) and saturated and unsaturated alcohols have been carried out. The choice of a Morita-Baylis-Hillman adduct for this study is screened with a number of adducts. A comparative and reactivity pattern study on NC-H activation of Morita-Baylis-Hillman adducts of N-substituted isatin derivatives viz. N-methyl, N-ethyl, N-methyl acetate, N-benzyl, N-propargyl, and N-isopropyl isatins have been carried out. Effect of aryl ring substitution has also been investigated. A plausible mechanism for the formation of the ether products has been outlined.

• 出版日期2009-4