Synthesis of Cyclopropenes and Fluorinated Cyclopropanes via Michael Initiated Ring Closure of Alkyl Triflones.

Tytuł:: Synthesis of Cyclopropenes and Fluorinated Cyclopropanes via Michael Initiated Ring Closure of Alkyl Triflones.
Autorzy:: Wang H; Key Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai, 201620, P. R. China.
Yang RY; Key Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai, 201620, P. R. China.
Xu B; Key Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai, 201620, P. R. China.
Źródło:: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2022 Apr 22; Vol. 28 (23), pp. e202104364. Date of Electronic Publication: 2022 Mar 21.
Typ publikacji:: Journal Article
Język:: English
Imprint Name(s):: Original Publication: Weinheim, Germany : Wiley-VCH
MeSH Terms:: Cyclopropanes*
Halogenation*
Cyclization ; Molecular Structure ; Stereoisomerism
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Its crystallographic data has been deposited to Cambridge Crystallographic Data Centre (CCDC 2117197).
Its crystallographic data has been deposited to Cambridge Crystallographic Data Centre. Deposition Number 2117196 (for 4 h), contains the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe Access Structures service.
Grant Information:: 21871046 Innovative Research Group Project of the National Natural Science Foundation of China
Contributed Indexing:: Keywords: Michael initiated ring closure; alkyl triflones; cyclopropenes; fluorinated cyclopropanes
Substance Nomenclature:: 0 (Cyclopropanes)
Entry Date(s):: Date Created: 20220219 Date Completed: 20220426 Latest Revision: 20220426
Update Code:: 20240105
DOI:: 10.1002/chem.202104364
PMID:: 35182090
: Czasopismo naukowe

Pełny tekst

A facile synthesis of cyclopropenes and fluorinated cyclopropanes from readily available alkyl triflones was developed. The reaction, regardless of electronic effect, gave products in good to excellent yields and moderate diastereoselectivity. The mechanism may involve tandem Michael addition of triflones/intramolecular nucleophilic cyclization (elimination of -SO 2 CF 3 )/elimination of fluoride.
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