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

2-oxabicyclo[2.1.1]hexane agrochemistry bioisostere cyclobutane medicinal chemistry

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
11 Mar 2024
Historique:
revised: 08 03 2024
received: 21 12 2023
accepted: 11 03 2024
medline: 11 3 2024
pubmed: 11 3 2024
entrez: 11 3 2024
Statut: aheadofprint

Résumé

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.

Identifiants

pubmed: 38465464
doi: 10.1002/anie.202319831
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202319831

Informations de copyright

© 2024 Wiley-VCH GmbH.

Auteurs

Vadym V Levterov (VV)

Enamine Ltd, chemistry, UKRAINE.

Yaroslav Panasiuk (Y)

Enamine Ltd, chemistry, UKRAINE.

Oleg Shablykin (O)

Enamine Ltd, chemistry, UKRAINE.

Oleksandr Stashkevych (O)

Enamine Ltd, chemistry, UKRAINE.

Kateryna Sahun (K)

Enamine Ltd, chemistry, UKRAINE.

Artur Rassokhin (A)

Enamine Ltd, chemistry, UKRAINE.

Iryna Sadkova (I)

Enamine Ltd, chemistry, UKRAINE.

Dmytro Lesyk (D)

Bienta, biology, UKRAINE.

Anna Anisiforova (A)

Bienta, biology, UKRAINE.

Yuliia Holota (Y)

Bienta, biology, UKRAINE.

Petro Borysko (P)

Bienta, biology, UKRAINE.

Iryna Bodenchuk (I)

Bienta, biology, UKRAINE.

Nataliya M Voloshchuk (NM)

National University of Life and Environmental Sciences of Ukraine, biology, UKRAINE.

Pavel K Mykhailiuk (PK)

Enamine Ltd, Chemistry, Winston Churchill Street 78, 02094, Kyiv, UKRAINE.

Classifications MeSH