412274-51-2Relevant articles and documents
Halogen-Bond-Induced Consecutive Csp3-H Aminations via Hydrogen Atom Transfer Relay Strategy
Alom, Nur-E,Ariyarathna, Jeewani P.,Bassiouni, Omar H.,Kaur, Navdeep,Kennell, Maureen L.,Li, Wei,Wu, Fan
, p. 2135 - 2140 (2020)
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.
Catalyst-free aminobromination of alkenes with N-methyl-p-toluenesulfonamide as nitrogen resource
Zhang, Guangqian,An, Guanghui,Zheng, Jun,Pan, Yi,Li, Guigen
experimental part, p. 987 - 989 (2010/05/03)
A catalyst-free electrophilic aminobromination system was described with N-methyl-p-toluenesulfonamide (p-TsNHCH3) and N-bromosuccinimide (NBS) as nitrogen and bromine resources. The reaction can give vicinal haloamines in good yields, excellent regioselectivities, and stereoselectivities under convenient and mild condition. The existence of N-methyl group in the nitrogen resource was found to play an important role in the formation of vicinal haloamine product.