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

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 h...

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Published inAngewandte Chemie Vol. 136; no. 19
Main Authors Levterov, Vadym V., Panasiuk, Yaroslav, Shablykin, Oleh, Stashkevych, Oleksandr, Sahun, Kateryna, Rassokhin, Artur, Sadkova, Iryna, Lesyk, Dmytro, Anisiforova, Anna, Holota, Yuliia, Borysko, Petro, Bodenchuk, Iryna, Voloshchuk, Nataliya M., Mykhailiuk, Pavel K.
Format Journal Article
LanguageEnglish
Published 06.05.2024
Subjects
2-oxabicyclo[2.1.1]hexane
agrochemistry
bioisostere
cyclobutane
medicinal chemistry
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Summary: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. A general and practical approach towards substituted 2‐oxabicyclo[2.1.1]hexanes has been developed. The obtained compounds have been incorporated into the structure of five drugs and three agrochemicals, and have been validated biologically as bioisosteres of ortho‐ and meta‐benzenes.
ISSN:0044-8249
1521-3757
DOI:10.1002/ange.202319831