78946-22-2Relevant academic research and scientific papers
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.
ELECTROREDUCTIVE SYNTHESIS OF 1-(BROMOBENZYL)-ISOQUINOLINE DERIVATIVES AND ITS APPLICATION TO CULARINE SYNTHESIS
Shono, Tatsuya,Miyamoto, Tetsuya,Mizukami, Masamichi,Hamaguchi, Hiroshi
, p. 2385 - 2388 (2007/10/02)
Electrochemical reduction of immonium salts in the presence of bromobenzylbromide derivatives gave 1-(bromobenzyl)-isoquinoline derivatives in moderate yields.This reaction is useful in the synthesis of several natural alkaloids as exemplified in the synt
