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Article Abstract
Herein, a relay strategy incorporating oxidative cross dehydrogenative coupling (CDC) and N- to N-isomerization is disclosed for the formal N-selective alkylation of triazoles with ethers under thermodynamic control conditions. By taking advantage of the different thermodynamical stabilities of N- and N-alkylated triazoles (3.65 kcal/mol), the initially formed N-isomers can be converted into their more stable N-isomers when reaching thermodynamic equilibrium. PhI(OAc) has been discovered to function as both an oxidant for the CDC process and an efficient mediator for the isomerization step.
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| http://dx.doi.org/10.1021/acs.orglett.4c04754 | DOI Listing |
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