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Identifying Amidyl Radicals for Intermolecular C-H Functionalizations.


ABSTRACT: Recent studies have demonstrated the capabilities of amidyl radicals to facilitate a range of intermolecular functionalizations of unactivated, aliphatic C-H bonds. Relatively little information is known regarding the important structural and electronic features of amidyl and related radicals that impart efficient reactivity. Herein, we evaluate a diverse range of nitrogen-centered radicals in unactivated, aliphatic C-H chlorinations. These studies establish the salient features of nitrogen-centered radicals critical to these reactions in order to expedite the future development of new site-selective, intermolecular C-H functionalizations.

SUBMITTER: Tierney MM 

PROVIDER: S-EPMC6834340 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Identifying Amidyl Radicals for Intermolecular C-H Functionalizations.

Tierney Matthew M MM   Crespi Stefano S   Ravelli Davide D   Alexanian Erik J EJ  

The Journal of organic chemistry 20190906 20


Recent studies have demonstrated the capabilities of amidyl radicals to facilitate a range of intermolecular functionalizations of unactivated, aliphatic C-H bonds. Relatively little information is known regarding the important structural and electronic features of amidyl and related radicals that impart efficient reactivity. Herein, we evaluate a diverse range of nitrogen-centered radicals in unactivated, aliphatic C-H chlorinations. These studies establish the salient features of nitrogen-cent  ...[more]

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