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A new methodology for the preparation of fluoroaromatic compounds based on fluorinated dihalocarbenes and polyhaloolefins as building blocks

Oleg Matveevich Nefedov 1
Oleg Matveevich Nefedov
Nikolai Vasilevich Volchkov 1
Nikolai Vasilevich Volchkov
Published 2006-07-06
Focus articleVolume 16, Issue 3, 121-128
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Nefedov O. M., Volchkov N. V. A new methodology for the preparation of fluoroaromatic compounds based on fluorinated dihalocarbenes and polyhaloolefins as building blocks // Mendeleev Communications. 2006. Vol. 16. No. 3. pp. 121-128.
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Nefedov O. M., Volchkov N. V. A new methodology for the preparation of fluoroaromatic compounds based on fluorinated dihalocarbenes and polyhaloolefins as building blocks // Mendeleev Communications. 2006. Vol. 16. No. 3. pp. 121-128.
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TY - JOUR
DO - 10.1070/MC2006v016n03ABEH002362
UR - https://mendcomm.colab.ws/publications/10.1070/MC2006v016n03ABEH002362
TI - A new methodology for the preparation of fluoroaromatic compounds based on fluorinated dihalocarbenes and polyhaloolefins as building blocks
T2 - Mendeleev Communications
AU - Nefedov, Oleg Matveevich
AU - Volchkov, Nikolai Vasilevich
PY - 2006
DA - 2006/07/06
PB - Mendeleev Communications
SP - 121-128
IS - 3
VL - 16
ER -
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@article{2006_Nefedov,
author = {Oleg Matveevich Nefedov and Nikolai Vasilevich Volchkov},
title = {A new methodology for the preparation of fluoroaromatic compounds based on fluorinated dihalocarbenes and polyhaloolefins as building blocks},
journal = {Mendeleev Communications},
year = {2006},
volume = {16},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2006v016n03ABEH002362},
number = {3},
pages = {121--128},
doi = {10.1070/MC2006v016n03ABEH002362}
}
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Nefedov, Oleg Matveevich, and Nikolai Vasilevich Volchkov. “A new methodology for the preparation of fluoroaromatic compounds based on fluorinated dihalocarbenes and polyhaloolefins as building blocks.” Mendeleev Communications, vol. 16, no. 3, Jul. 2006, pp. 121-128. https://mendcomm.colab.ws/publications/10.1070/MC2006v016n03ABEH002362.
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Abstract

A new general methodology has been developed for the synthesis of diverse fluoroaromatic compounds based upon the utilization of fluorohalocarbenes and fluorinated polyhaloolefins as fluoro-containing building blocks, on the one hand, and unsaturated or polyunsaturated cyclic or acyclic compounds (cyclopentadiene and its derivatives, indenes, allylbenzenes, styrenes and acyclic 1,3-dienes), on the other hand. In most cases, the process can occur as one or two step reaction involving sequential cycloaddition, isomerisation with ring expansion, and aromatisation accompanied by dehydrohalogenation. Examples of the use of the resulting fluoroaromatic compounds for the preparation of important biologically active compounds are presented.

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