1. N,N ′-Di-Boc-2H-Isoindole-2-carboxamidine—First Guanidine-Substituted Isoindole.
- Author
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Štrbac, Petar, Briš, Anamarija, and Margetić, Davor
- Subjects
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ISOINDOLE , *GUANIDINES , *PYRROLE derivatives , *GUANIDINE , *DIELS-Alder reaction , *RING formation (Chemistry) - Abstract
Synthesis of N,N′-Di-Boc-2H-isoindole-2-carboxamidine, the first representative of isoindoles containing guanidine functionality, was carried out. The cycloaddition reactivity of this new Diels–Alder heterodiene was studied and the title compound was employed as a cycloaddition delivery reagent for guanidine functionality. Higher reactivity was found in comparison with the corresponding pyrrole derivative. Substitution with fluorine or guanidine functionality does not change the reactivities of isoindoles, and these findings are in good accord with computational results. [ABSTRACT FROM AUTHOR]
- Published
- 2022
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