Title: 2‐Oxabicyclo[2.1.1]hexanes: Synthesis, Properties, and Validation as Bioisosteres of ortho‐ and meta‐Benzenes.
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.
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.
Subjects: BIOISOSTERES; HEXANE; PHARMACEUTICAL chemistry; RING formation (Chemistry)
Publication: Angewandte Chemie, 2024, Vol 136, Issue 19, p1
ISSN: 0044-8249
Publication type: Academic Journal
DOI: 10.1002/ange.202319831

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

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.