Cargando…

Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp(2))–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures

[Image: see text] Herein, we describe a urea hydrogen peroxide-mediated sustainable protocol for the synthesis of selenylated imidazo[2,1-b]thiazole by using half molar equivalent diorganyl diselenides in ethyl lactate as a greener solvent. The reaction features high yields, easy performance on gram...

Descripción completa

Detalles Bibliográficos
Autores principales: Moraes, Cassio A. O., Santos, Rafaely B. C., Cavalcante, Marcos F. O., Guilhermi, Jhefferson S., Ali, Muhammad A., Botteselle, Giancarlo V., Frizon, Tiago E. A., Shah, Muhammad I. A., Lião, Luciano M., Beatriz, Adilson, Saba, Sumbal, Rafique, Jamal
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10600889/
https://www.ncbi.nlm.nih.gov/pubmed/37901565
http://dx.doi.org/10.1021/acsomega.3c05338
_version_ 1785126084321214464
author Moraes, Cassio A. O.
Santos, Rafaely B. C.
Cavalcante, Marcos F. O.
Guilhermi, Jhefferson S.
Ali, Muhammad A.
Botteselle, Giancarlo V.
Frizon, Tiago E. A.
Shah, Muhammad I. A.
Lião, Luciano M.
Beatriz, Adilson
Saba, Sumbal
Rafique, Jamal
author_facet Moraes, Cassio A. O.
Santos, Rafaely B. C.
Cavalcante, Marcos F. O.
Guilhermi, Jhefferson S.
Ali, Muhammad A.
Botteselle, Giancarlo V.
Frizon, Tiago E. A.
Shah, Muhammad I. A.
Lião, Luciano M.
Beatriz, Adilson
Saba, Sumbal
Rafique, Jamal
author_sort Moraes, Cassio A. O.
collection PubMed
description [Image: see text] Herein, we describe a urea hydrogen peroxide-mediated sustainable protocol for the synthesis of selenylated imidazo[2,1-b]thiazole by using half molar equivalent diorganyl diselenides in ethyl lactate as a greener solvent. The reaction features high yields, easy performance on gram scale, metal-free conditions, as well as applicability to imidazopyridine and imidazopyrimidine.
format Online
Article
Text
id pubmed-10600889
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-106008892023-10-27 Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp(2))–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures Moraes, Cassio A. O. Santos, Rafaely B. C. Cavalcante, Marcos F. O. Guilhermi, Jhefferson S. Ali, Muhammad A. Botteselle, Giancarlo V. Frizon, Tiago E. A. Shah, Muhammad I. A. Lião, Luciano M. Beatriz, Adilson Saba, Sumbal Rafique, Jamal ACS Omega [Image: see text] Herein, we describe a urea hydrogen peroxide-mediated sustainable protocol for the synthesis of selenylated imidazo[2,1-b]thiazole by using half molar equivalent diorganyl diselenides in ethyl lactate as a greener solvent. The reaction features high yields, easy performance on gram scale, metal-free conditions, as well as applicability to imidazopyridine and imidazopyrimidine. American Chemical Society 2023-10-12 /pmc/articles/PMC10600889/ /pubmed/37901565 http://dx.doi.org/10.1021/acsomega.3c05338 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Moraes, Cassio A. O.
Santos, Rafaely B. C.
Cavalcante, Marcos F. O.
Guilhermi, Jhefferson S.
Ali, Muhammad A.
Botteselle, Giancarlo V.
Frizon, Tiago E. A.
Shah, Muhammad I. A.
Lião, Luciano M.
Beatriz, Adilson
Saba, Sumbal
Rafique, Jamal
Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp(2))–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures
title Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp(2))–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures
title_full Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp(2))–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures
title_fullStr Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp(2))–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures
title_full_unstemmed Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp(2))–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures
title_short Urea Hydrogen Peroxide and Ethyl Lactate, an Eco-Friendly Combo System in the Direct C(sp(2))–H Bond Selenylation of Imidazo[2,1-b]thiazole and Related Structures
title_sort urea hydrogen peroxide and ethyl lactate, an eco-friendly combo system in the direct c(sp(2))–h bond selenylation of imidazo[2,1-b]thiazole and related structures
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10600889/
https://www.ncbi.nlm.nih.gov/pubmed/37901565
http://dx.doi.org/10.1021/acsomega.3c05338
work_keys_str_mv AT moraescassioao ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT santosrafaelybc ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT cavalcantemarcosfo ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT guilhermijheffersons ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT alimuhammada ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT bottesellegiancarlov ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT frizontiagoea ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT shahmuhammadia ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT liaolucianom ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT beatrizadilson ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT sabasumbal ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures
AT rafiquejamal ureahydrogenperoxideandethyllactateanecofriendlycombosysteminthedirectcsp2hbondselenylationofimidazo21bthiazoleandrelatedstructures