volume 63 issue 19 publication number e202319831

2‐Oxabicyclo[2.1.1]hexanes: Synthesis, Properties, and Validation as Bioisosteres of ortho‐ and meta‐Benzenes

Vadym V Levterov 1
Yaroslav Panasiuk 1
Oleh Shablykin 1, 2
Oleksandr Stashkevych 1, 3
Kateryna Sahun 1
Artur Rassokhin 1
Iryna Sadkova 1
Dmytro Lesyk 4
Anna Anisiforova 4
Yuliia Holota 4
Petro Borysko 4
Iryna Bodenchuk 4
Nataliya M Voloshchuk 5
Pavel K. Mykhailiuk 1
1
 
Enamine Ltd Winston Churchill Str. 78 02094 Kyiv Ukraine
2
 
V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry NAS of Ukraine Academician Kukhar Str. 1 02094 Kyiv Ukraine
3
 
Taras Shevchenko National University of Kyiv Chemistry Department Volodymyrska Str. 64 01601 Kyiv Ukraine
4
 
Bienta Winston Churchill Str. 78 02094 Kyiv Ukraine
5
 
National University of Life and Environmental Sciences of Ukraine V. F. Peresypkin Department of Phytopathology Heroyiv Oborony Str. 15 03041 Kyiv Ukraine
Publication typeJournal Article
Publication date2024-04-03
scimago Q1
wos Q1
SJR5.550
CiteScore27.6
Impact factor16.9
ISSN14337851, 15213773
General Chemistry
Catalysis
Abstract

We have developed a general and practical approach towards 2‐oxabicyclo[2.1.1]hexanes with two and three exit vectors via an iodocyclization reaction. The obtained compounds have been easily converted into the corresponding building blocks for use in medicinal chemistry. 2‐Oxabicyclo[2.1.1]hexanes have been incorporated into the structure of five drugs and three agrochemicals, and validated biologically as bioisosteres of ortho‐ and meta‐benzenes.

Found 
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Levterov V. V. et al. 2‐Oxabicyclo[2.1.1]hexanes: Synthesis, Properties, and Validation as Bioisosteres of ortho‐ and meta‐Benzenes // Angewandte Chemie - International Edition. 2024. Vol. 63. No. 19. e202319831
GOST all authors (up to 50) Copy
Levterov V. V., Panasiuk Y., Shablykin O., Stashkevych O., Sahun K., Rassokhin A., Sadkova I., Lesyk D., Anisiforova A., Holota Y., Borysko P., Bodenchuk I., Voloshchuk N. M., Mykhailiuk P. K. 2‐Oxabicyclo[2.1.1]hexanes: Synthesis, Properties, and Validation as Bioisosteres of ortho‐ and meta‐Benzenes // Angewandte Chemie - International Edition. 2024. Vol. 63. No. 19. e202319831
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RIS Copy
TY - JOUR
DO - 10.1002/anie.202319831
UR - https://onlinelibrary.wiley.com/doi/10.1002/anie.202319831
TI - 2‐Oxabicyclo[2.1.1]hexanes: Synthesis, Properties, and Validation as Bioisosteres of ortho‐ and meta‐Benzenes
T2 - Angewandte Chemie - International Edition
AU - Levterov, Vadym V
AU - Panasiuk, Yaroslav
AU - Shablykin, Oleh
AU - Stashkevych, Oleksandr
AU - Sahun, Kateryna
AU - Rassokhin, Artur
AU - Sadkova, Iryna
AU - Lesyk, Dmytro
AU - Anisiforova, Anna
AU - Holota, Yuliia
AU - Borysko, Petro
AU - Bodenchuk, Iryna
AU - Voloshchuk, Nataliya M
AU - Mykhailiuk, Pavel K.
PY - 2024
DA - 2024/04/03
PB - Wiley
IS - 19
VL - 63
PMID - 38465464
SN - 1433-7851
SN - 1521-3773
ER -
BibTex
Cite this
BibTex (up to 50 authors) Copy
@article{2024_Levterov,
author = {Vadym V Levterov and Yaroslav Panasiuk and Oleh Shablykin and Oleksandr Stashkevych and Kateryna Sahun and Artur Rassokhin and Iryna Sadkova and Dmytro Lesyk and Anna Anisiforova and Yuliia Holota and Petro Borysko and Iryna Bodenchuk and Nataliya M Voloshchuk and Pavel K. Mykhailiuk},
title = {2‐Oxabicyclo[2.1.1]hexanes: Synthesis, Properties, and Validation as Bioisosteres of ortho‐ and meta‐Benzenes},
journal = {Angewandte Chemie - International Edition},
year = {2024},
volume = {63},
publisher = {Wiley},
month = {apr},
url = {https://onlinelibrary.wiley.com/doi/10.1002/anie.202319831},
number = {19},
pages = {e202319831},
doi = {10.1002/anie.202319831}
}