Organic Letters p. 2135 - 2140 (2020)
Update date:2022-08-04
Topics:
Alom, Nur-E
Ariyarathna, Jeewani P.
Bassiouni, Omar H.
Kaur, Navdeep
Kennell, Maureen L.
Li, Wei
Wu, Fan
The utilization of a halogen bond in a number of chemical fields is well-known. Surprisingly, the incorporation of this useful noncovalent interaction in chemical reaction engineering is rare. We disclose here an uncommon use of halogen bonding to induce intermolecular Csp3-H amination while enabling a hydrogen atom transfer relay strategy to access privileged pyrrolidine structures directly from alkanes. Mechanistic studies support the presence of multiple halogen bond interactions at distinct reaction stages.
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