Pursuant to the exploration of utilizing 2-(5,6-diphenyl)-mono-1,2,4-triazinyl-pyrid-2-yl)-6-1H-indoles as complexant molecules for the extraction of minor actinides from lanthanides post-PUREX, a protocol has been developed for the removal of the BOC group where typical methods, such as treatment with TFA or mineral acids / Lewis acid activation, were unsuccessful. Treatment of a wide scope of nitrogen-containing heterocycles such as: indazoles, pyrazoles, indoles, and imidazoles with primary amines and gentle heating results in clean, deprotected products. The mildness of these conditions can potentially find use when deprotection is desired and substrate sensitivity to acidic conditions is of concern. The development of this protocol, its optimization, and full substrate scope will be described.<br/>

Selective removal of <i>tert</i>-butyloxycarbonyl (BOC) groups from heterocyclic substrates utilizing addition-elimination with primary amines

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

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Selective removal of tert-butyloxycarbonyl (BOC) groups from heterocyclic substrates utilizing addition-elimination with primary amines