On the strong difference in reactivity of acyclic and cyclic diazodiketones with thioketones: experimental results and quantum-chemical interpretation

On the strong difference in reactivity of acyclic and cyclic diazodiketones with thioketones: experimental results and quantum-chemical interpretation

The 1,3-dipolar cycloaddition of acyclic 2-diazo-1,3-dicarbonyl compounds (DDC) and thioketones preferably occurs with Z,E-conformers and leads to the formation of transient thiocarbonyl ylides in two stages. The thermodynamically favorable further transformation of C=S ylides bearing at least one a...

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Bibliographic Details
Main Authors:	Andrey S. Mereshchenko, Alexey V. Ivanov, Viktor I. Baranovskii, Grzegorz Mloston, Ludmila L. Rodina, Valerij A. Nikolaev
Format:	Article
Language:	English
Published:	Beilstein-Institut 2015-04-01
Series:	Beilstein Journal of Organic Chemistry
Subjects:	diazocarbonyl compounds 1,3-dipolar cycloaddition 1,3-oxathioles thiiranes thiocarbonyl ylides thioketones
Online Access:	https://doi.org/10.3762/bjoc.11.57

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