On June 18, 2021, Luedtke, Matthew W.; Pisano, Joseph; Paquin, Lucas; Walker, Joel; Madalengoitia, Jose S. published an article.Computed Properties of 574-98-1 The title of the article was Broadening the Scope of the Zwitterionic 1,3-Diaza-Claisen Rearrangement through a Tethering Strategy. And the article contained the following:
Expansion of the scope of the 1,3-diaza-Claisen rearrangement beyond bridged-bicyclic tertiary allylic amines has been investigated through a tethering strategy. Isothioureas tethered to tertiary allylic amines are converted to carbodiimides through a reaction with AgOTf/Et3N. Intramol. cyclization of the tertiary allylic amine to the carbodiimide equilibrates with a zwitterionic intermediate. Heating the carbodiimide/zwitterion affords a rearrangement product. Heating carbodiimide/zwitterion with a deuterated allyl group results in the scrambling of the deuterium label, which is consistent with an ionic mechanism involving heterolytic cleavage of the allylic C-N bond, followed by trapping of the allyl cation at either terminal carbon. The ionic mechanism is attributed to silver salt contamination since pushing deuterium-labeled carbodiimide/zwitterion through silica gel prior to heating results in clean deuterium transposition consistent with a sigmatropic mechanism, and adding back silver salts results in deuterium scrambling. Overall, the tethering strategy broadens the scope of the rearrangement to simpler allylic substrates. D. functional theory (DFT) calculations of the sigmatropic rearrangement are in agreement with reactivity trends observed with reactions run under silver-free conditions. The experimental process involved the reaction of 2-(2-Bromoethyl)isoindoline-1,3-dione(cas: 574-98-1).Computed Properties of 574-98-1
The Article related to zwitterionic diaza claisen rearrangement sothiourea tethered tertiary allylic amine, General Organic Chemistry: Synthetic Methods and other aspects.Computed Properties of 574-98-1
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary