Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Pivot Concepts:
Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Target Concepts:
Gene/Protein
Disease
Symptom
Drug
Enzyme
Compound
Query: UMLS:C0027819 (
neuroblastoma
)
27,800
document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)
The bromination of a series of cyclohexenyl substituted secondary amines 1a-i has been investigated using Br2,
PHT
and
NBS
. In the case of Br2 and
NBS
the secondary amines preferentially undergo N-bromination. In contrast,
PHT
cleanly affords the products of alkene dibromination. In the case ofBr2 the N-bromo species then give the products of alkene dibromination, albeit less efficiently. On subsequent treatment with K2CO3 these dibromides form the corresponding hexahydroindoles 2a-h and octahydroquinoline 2i. The presence of an N-substituent bearing a stereogenic centre (1h and 1i) was studied and the products 2h and 2i were isolated with no diastereoselectivity. When
NBS
was used a novel cyclisation, forming bromo-substituted octahydroindoles 9a,b and d, was observed. In relation to this sequence it was shown that these products were not intermediates in the former Br2/
PHT
processes and that the reaction only proceeded in the presence of the succinimide by-product of N-bromination.
...
PMID:Studies concerning the electrophilic amino-alkene cyclisation for the synthesis of bicyclic amines. 1922 82
