Cascade reaction of isatins with nitro-substituted enamines: highly selective synthesis of functionalized (Z)-3-(1-(arylamino)-2oxoarylidene)indolin-2-ones
By: Cong-Hai Zhang, Rong Huang, Xia Qing, Jun Lin * and Sheng-Jiao Yan *
Chemical Communications 2020,56,3488
DOI: 10.1039/d0cc00923g
Publication Date: 2nd March 2020
Abstract
A novel protocol for the construction of functionalized (Z)-3(1(-arylamino)-2-oxoarylidene) indolin-2-ones (AOIDOs) from isatins 1 with nitro-substituted enamines 2 via an unprecedented cascade reaction catalyzed by sulfamic acid is developed. The AOIDOs are prepared by simply refluxing a mixture of isatins with a wide variety of nitro-substituted enamines. Interestingly, the AOIDOs 3 were formed through the novel cascade reaction involving a unique cleavage of two C–N bonds of the nitro-substituted enamines. Overall, the novel reaction is accomplished by the formation of three new bonds and the cleavage of two C–N bonds in a single step. This protocol can be used in the synthesis of a wide variety of AOIDOs and is suitable for combinatorial and parallel syntheses of naturallike AOIDO products.
全文链接：https://pubs.rsc.org/en/content/articlelanding/2020/CC/D0CC00923G#!divAbstract
