AI Article Synopsis
- NaN3-ROH/ArOH is an effective reagent for 1,3-amino alkoxylation and phenolation of maleimide-derived MBH adducts of isatin through a domino reaction.
- Using NaN3-formalin allows for a one-pot synthesis of complex compounds like 3-spiro-1,2-dihydropyrrolooxazine-5,7-dione-oxindole.
- In an aprotic medium, the reaction produces amino dimers via an aza-Diels-Alder reaction involving an allylic imine intermediate.
Article Abstract
NaN3-ROH/ArOH has been found to be an efficient reagent for 1,3-amino alkoxylation and 1,3-amino phenolation of a maleimide-derived MBH adduct of isatin via domino azidation-Michael addition. Following this protocol, with NaN3-formalin, a one-pot synthesis of 3-spiro-1,2-dihydropyrrolooxazine-5,7-dione-oxindole has been achieved. In an aprotic medium, the reaction underwent an unusual amino dimerization via an aza-Diels-Alder reaction of a common allylic imine intermediate.
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