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Mechanistic Insights into the Reaction of Amidines with 1,2,3-Triazines and 1,2,3,5-Tetrazines

Zhi‐Chen Wu, K. N. Houk, Dale L. Boger, Dennis Svatunek

2022Journal of the American Chemical Society23 citationsDOIOpen Access PDF

Abstract

elimination step compared with a disfavored stepwise formation of a Diels-Alder cycloadduct. The proposed reaction mechanism is in agreement with experimental and computational results, which explains the observed reactivity of 1,2,3-triazines and 1,2,3,5-tetrazines with amidines.

Topics & Concepts

ChemistryComputational chemistryCombinatorial chemistryMedicinal chemistryClick Chemistry and ApplicationsSynthesis and Characterization of Heterocyclic CompoundsDNA and Nucleic Acid Chemistry
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