2‐Oxabicyclo[2.1.1]hexanes: Synthesis, Properties, and Validation as Bioisosteres of <i>ortho</i>‐ and <i>meta</i>‐Benzenes-Reference-Cited by-同舟云学术

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

Published:2024-04-03 Issue:19 Volume:63 Page:
ISSN:1433-7851
Container-title:Angewandte Chemie International Edition
language:en
Short-container-title:Angew Chem Int Ed

Author:

Levterov Vadym V.¹,Panasiuk Yaroslav¹,Shablykin Oleh¹²,Stashkevych Oleksandr¹³,Sahun Kateryna¹,Rassokhin Artur¹,Sadkova Iryna¹,Lesyk Dmytro⁴,Anisiforova Anna⁴,Holota Yuliia⁴,Borysko Petro⁴,Bodenchuk Iryna⁴,Voloshchuk Nataliya M.⁵,Mykhailiuk Pavel K.¹^ORCID

Affiliation:

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

Abstract

AbstractWe 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.

Funder

H2020 European Research Council

Publisher

Wiley

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.202319831

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