Journal ArticleDOI
Radical cyclization of 1-benzylisoquinolin-3-ones: A new synthesis of the 4,5-dioxoaporphine pontevedrine
TLDR
Tributyltin hydride induced intramolecular radical cyclization of 1-bromobenzylisoquinolin-3-one allowed us to obtain the new 5-oxoaporphines, which were converted into the 4,5-dioxo vaporphine pontevedrine.Abstract:
Tributyltin hydride induced intramolecular radical cyclization of 1-bromobenzylisoquinolin-3-one (1) allowed us to obtain the new 5-oxoaporphines (4 and 5), which were converted into the 4,5-dioxoaporphine pontevedrine (3b). © 1994.read more
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Journal ArticleDOI
Iron(III) Chloride‐Catalyzed Direct Sulfonylation of Alcohols with Sodium Arenesulfinates
TL;DR: In this paper, a new protocol for the direct sulfonylation of benzylic, allylic and homoallylic alcohols with sodium arenesulfinates is described by using iron(III) chloride as a catalyst and chlorotrimethylsilane as an additive.
Journal ArticleDOI
Aryl radical cyclisation onto pyrroles
Carmen Escolano,Keith Jones +1 more
TL;DR: In this paper, the intramolecular cyclisation of aryl radicals onto a pyrrole is studied and the cyclisation allows the synthesis of either the spiropyrrolidinyloxindole or the pyrrolo[3,2-c ]quinoline skeleton depending on the nature of the protecting group at the N -pyrrole atom.
Journal ArticleDOI
Radical dearomatising spirocyclisations onto the C-2 position of benzofuran and indole
TL;DR: Alkyl, vinyl and aryl radicals, tethered at the C-2 position of the heterocycle underwent radical cyclisation to produce novel tricyclic partially dearomatised heterocycles in moderate yields.
Journal ArticleDOI
Sulfination of alcohols with sodium sulfinates promoted by BF3·OEt2: an unexpected access
Mingming Huang,Liangzhen Hu,Hang Shen,Qing Liu,Muhammad Ijaz Hussain,Jing Pan,Yan Xiong,Yan Xiong +7 more
TL;DR: A BF3·OEt2-promoted direct substitution of various alcohols with sodium sulfinates affording sulfinates under mild conditions has been developed and further reaction of the hydroxysteroids achieves the highly complex sulfinates in good yields.
Journal ArticleDOI
Preparation of phenanthrenes by photocyclization of stilbenes containing a tosyl group on the central double bond. A versatile approach to the synthesis of phenanthrenes and phenanthrenoids.
Ana G. Neo,Carmen López,Victor Romero,Berta Antelo,José Delamano,Antonio Pérez,Dolores Ponte Fernández,Jesus F. Almeida,Luis Castedo,Gabriel Tojo,Gabriel Tojo +10 more
TL;DR: It is proved that this modification of the classical preparation of phenanthrenes by UV irradiation of stilbenes possessing a sulfonyl group linked to the central double bond can be successfully applied for the synthesis of diverse phenan Brotherses and Phenanthrenoids.
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