Oxa-Spirocycles: Synthesis, Properties And Applications

Kateryna Fominova,Taras Diachuk,Dmitry Granat,Taras Savchuk, Vladyslav Vilchynskyi, Oleksiy Svitlychnyi, Vladyslav Meliantsev, Igor Kovalchuk, Eduard Litskan,Vadym V Levterov,Valentyn R Badlo,Ruslan I Vaskevych,Alla I Vaskevych, Andrii V Bolbut,Volodymyr V Semeno,Rustam Iminov,Kostiantyn Shvydenko,Anastasiia S Kuznetsova,Yurii V Dmytriv,Daniil Vysochyn,Vasyl Ripenko,Andrei A Tolmachev,Olexandra Pavlova,Halyna Kuznietsova,Iryna Pishel,Petro Borysko,Pavel K Mykhailiuk

CHEMICAL SCIENCE（2021）

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Abstract

A general approach to a new generation of spirocyclic molecules - oxa-spirocycles - was developed. The key synthetic step was iodocyclization. More than 150 oxa-spirocyclic compounds were prepared. Incorporation of an oxygen atom into the spirocyclic unit dramatically improved water solubility (by up to 40 times) and lowered lipophilicity. More potent oxa-spirocyclic analogues of antihypertensive drug terazosin were synthesized and studied in vivo.

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Key words

synthesis,oxa-spirocycles

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