20412-85-5Relevant academic research and scientific papers
Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C-H Functionalization of Trialkylamine N-CH3 Groups
Barham, Joshua P.,John, Matthew P.,Murphy, John A.
supporting information, p. 15482 - 15487 (2016/12/09)
We report a simple one-pot protocol that affords functionalization of N-CH3 groups in N-methyl-N,N-dialkylamines with high selectivity over N-CH2R or N-CHR2 groups. The radical cation DABCO+?, prepared in situ by oxidation of DABCO with a triarylaminium salt, effects highly selective and contra-thermodynamic C-H abstraction from N-CH3 groups. The intermediates that result react in situ with organometallic nucleophiles in a single pot, affording novel and highly selective homologation of N-CH3 groups. Chemoselectivity, scalability, and recyclability of reagents are demonstrated, and a mechanistic proposal is corroborated by computational and experimental results. The utility of the transformation is demonstrated in the late-stage site-selective functionalization of natural products and pharmaceuticals, allowing rapid derivatization for investigation of structure-activity relationships.
Unprecedented FeCl3·6 H2O-promoted skeleton rearrangement of 1-Aryl2,3,4,5-tetrahydro-1H-3-benzazepines: A new strategy for the synthesis of C1 quaternary tetrahydroisoquinolines
Zhang, Jing,Zhang, Ao
supporting information; experimental part, p. 11119 - 11122 (2010/04/26)
A study was conducted to demonstrate that 1-aryl-tetrahydroisoquinolines were prepared through a skeleton-rearrangement promoted by FeCl 3·6H2O. 7,8-dimethoxy-3-methyl-1-(m-tolyl)-2,3,4,5- tetrahydro-1H-benzo[d]azepine was selected a
Synthesis, antibacterial activity and QSAR studies of 1,2-disubstituted-6, 7-dimethoxy-1,2,3,4-tetrahydroisoquinolines
Tiwari, Rakesh Kumar,Singh, Devender,Singh, Jaspal,Chhillar, Anil Kumar,Chandra, Ramesh,Verma, Akhilesh Kumar
, p. 40 - 49 (2007/10/03)
Some new substituted-tetrahydroisoquinoline derivatives were synthesized and evaluated for their in vitro antimicrobial activities against the standard Gram positive and Gram negative strains: Staphylococcus aureus (ATCC 25923), S.:epidermidis (WHO-6), Es
