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Article 2025 · 1 citations

Synthesis of compounds including cyclopropane ring: Selectivity in additions

Menzek, Abdullah, Sirtbasi, Sedef, Sahin, Ertan, Bayrak, Cetin, Olgun, Mahire E., Yavari, Ali, Bayram, Sefa, Rezaei, Mohsen

Abstract

As a result of reactions such as addition, cis diolization, esterification and bromination, thirteen compounds containing spirocyclopropane were synthesized from spiro[2,4]hepta-4,6-diene (5) as the starting compound. Among these compounds, seven compounds also have an additional cyclopropane ring. A 1,3-Dipolar cycloaddition reaction of the compound obtained from cycloheptatriene-PTAD, an adduct was selectively synthesized. Additionally, bromine was selectively added to the endo-ester, resultingthe reaction of 5 and ethyl diazoacetate. The rearranged product monobromo 12 was obtained from reaction molecular bromine with compound 7 , The structure of its was determined by X-ray diffraction analysis. The structure of some compounds (9, 23 and 24 ) were also determined by X-ray diffraction analysis. Additionally, compound 27 was obtained as endo-selectivity.

Keywords
Bromination Cyclopropane Cycloaddition Spirocyclopentadiene Strained compounds CYCLOADDITION REACTIONS REARRANGEMENT REACTIONS DERIVATIVES BENZONORBORNADIENE
WoS Categories
Chemistry, Physical
Sustainable Development Goals
Citation
Journal
JOURNAL OF MOLECULAR STRUCTURE
Year
2025
Volume
1324
ISSN
0022-2860
eISSN
1872-8014
DOI
10.1016/j.molstruc.2024.140807
WoS UID
WOS:001371471300001
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