3423-13-0Relevant articles and documents
Unexpected unique behavior of spiro-isoquinolines with a cyclohexadienone system in attempted dienone-phenol rearrangement
Shigehisa, Hiroki,Honda, Toshio
, p. 1233 - 1239 (2008)
8',9'-Dimethoxy-1',5',6',10b'-tetrahydro-4H-spiro(cyclohexa-2,5-diene-1,2'-pyrrolo[2,1-a]isoquinoline)-3',4-dione 2 with a basic skeleton of a natural product, annnosqualine, exhibited unique behavior in a dienone-phenol rearrangement. Treatment of 2 with trifluoroacetic acid gave a simple 1-benzylisoquinoline alkaloid, norarmepavine 4. Plausible reaction mechanism for the observed transformation is also described.
Light-Induced Alkylation of (Hetero)aromatic Nitriles in a Transition-Metal-Free C-C-Bond Metathesis
Lipp, Benjamin,Lipp, Alexander,Detert, Heiner,Opatz, Till
supporting information, p. 2054 - 2057 (2017/04/27)
A light-induced C-C-σ-bond metathesis was achieved through transition-metal-free activation of an unstrained C(sp3)-C(sp3)-σ-bond in 1-benzyl-1,2,3,4-tetrahydroisoquinolines. A photoredox-mediated single-electron oxidation of these precursor amines yield radical cations which undergo a homolytic cleavage of a C(sp3)-C(sp3)-σ-bond rather than the well-known α-C-H-scission. The resulting carbon-centered radicals are used in the ipso-substitution of (hetero)aromatic nitriles proceeding through another single-electron transfer-mediated C-C-bond cleavage and formation.
Synthesis and biological evaluation of N-methyl-laudanosine iodide analogues as potential SK channel blockers
Graulich,Mercier,Scuvee-Moreau,Seutin,Liegeois
, p. 1201 - 1209 (2007/10/03)
Neuronal action potentials are followed by an afterhyperpolarisation (AHP), which is mediated by small conductance Ca2+-activated K+ channels (SK channels or KCa2 channels). This AHP plays an important role in regulating neuronal act