This submission belongs to the session a. General Organic Synthesis of the event The 17th International Electronic Conference on Synthetic Organic Chemistry
Published date
31 Oct, 2013
Citation
Pavel A. Solovyev, Anastasia A. Fesenko, Ekaterina A. Dem'yachenko, Anatoly D. Shutalev, A novel selective synthesis of β-isothiocyanato ketones, in Proceedings of The 17th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2013, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-17-a017
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A novel selective synthesis of β-isothiocyanato ketones
Pavel A. Solovyev 1
Anastasia A. Fesenko 1
Ekaterina A. Dem'yachenko 1
Anatoly D. Shutalev 1
1. Department of Organic Chemistry, Moscow State University of Fine Chemical Technologies, Moscow, Russian Federation
Abstract
A new selective two-step synthesis of β-isothiocyanato ketones from α,β-unsaturated ketones has been developed. This synthesis includes preparation of β-azidoketones with subsequent reaction of these with triphenylphosphine and carbon disulfide. This approach is especially useful for synthesis of β-unsubstituted β-isothiocyanato ketones, which are impossible to prepare with sufficient purity via commonly used procedures.
Keywords
Azides
Isothiocyanates
Carbonyl Compounds
Phosphorus Compounds
Three-component Reaction
Manuscript
ECSOC-2013-rev.pdf
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