Journal ArticleDOI
Novel 3 + 2 photocycloadditions of 3-(1-alkynyl)-2-cycloalken-1-ones with alkens
Reads0
Chats0
TLDR
In this paper, the 3-alkynylcycloalkenones with tetramethylethylene at ∼40 o C leads to mixtures of 1:1 adducts that arise largely from 1,5 closure of the biradical intermediate, providing examples of a novel [3+2] cycloaddition reaction.Abstract:
Photochemical cycloaddition of 3-alkynylcycloalkenones with tetramethylethylene at ∼40 o C leads to mixtures of 1:1 adducts that arise largely from 1,5 closure of the biradical intermediate (eq 1), providing examples of a novel [3+2] cycloaddition reaction. Similar reactions occur between these same ketones and 1,1-dimethoxy-2-methylpropene and 1,1-dimethoxyethylene. This and previously observed temperature effects on related rearrangements of triplet biradicals suggest that such biradical rearrangements occur prior to and in competition with intersystem crossing to the singletread more
Citations
More filters
Journal ArticleDOI
Stereocontrolled synthesis of tetrasubstituted olefins.
Journal ArticleDOI
A copper-free palladium catalyzed cross coupling reaction of vinyl tosylates with terminal acetylenes
TL;DR: In this article, a copper-free palladium-catalyzed cross coupling of vinyl tosylate and terminal acetylenes was investigated, affording a convenient and efficient method for construction of an sp-sp2 carbon carbon bond.
Journal ArticleDOI
An Efficient Photo-SET-Induced Cleavage of Dithiane−Carbonyl Adducts and Its Relevance to the Development of Photoremovable Protecting Groups for Ketones and Aldehydes
TL;DR: In this paper, it is established that the mechanism of this reaction involves photochemically induced single electron transfer from the dithiane moiety to the excited molecule of ET-photosensitizer, accompanied by mesolytic C−C cleavage in the generated cation-radical, which is assisted by the anion-radical of benzophenone.
Journal ArticleDOI
Photocatalytic C-C Bond Activation of Oxime Ester for Acyl Radical Generation and Application.
TL;DR: A unified strategy to generate acyl radical from oxime ester via selective C-C bond activation through single-electron transfer enables coupling with energy transfer of the excited fac-Ir(ppy)3 via enone intermediate formed in situ for cyclobutane formation.
Journal ArticleDOI
Tandem Cyclizations Involving Carbene as an Intermediate: Photochemical Reactions of Substituted 1,2-Diketones Conjugated with Ene-Yne
TL;DR: In this paper, the photoreactions of a novel system in which a carbene generator and a trap are contained in the same molecule for studying tandem cyclizations involving carbene were investigated.