Metal-Free Alpha Trifluoromethylselenolation of Carbonyl Derivatives under Batch and Flow Conditions

Trifluoromethylselenolated carbonyl compounds represent an emerging class with potential applications in several fields; however, a widespread use of such compound is hampered by the very limited number of strategies for their preparation. In this study we developed a method for the preparation of &...

Full description

Bibliographic Details
Main Authors: Elisabetta Massolo, Margherita Pirola, Sergio Rossi, Tiziana Benincori
Format: Article
Language:English
Published: MDPI AG 2019-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/4/726
_version_ 1819135189827190784
author Elisabetta Massolo
Margherita Pirola
Sergio Rossi
Tiziana Benincori
author_facet Elisabetta Massolo
Margherita Pirola
Sergio Rossi
Tiziana Benincori
author_sort Elisabetta Massolo
collection DOAJ
description Trifluoromethylselenolated carbonyl compounds represent an emerging class with potential applications in several fields; however, a widespread use of such compound is hampered by the very limited number of strategies for their preparation. In this study we developed a method for the preparation of &#945;-SeCF<sub>3</sub> substituted carbonyl derivatives using an in situ generated electrophilic ClSeCF<sub>3</sub> species. We also implemented an in-flow protocol to improve the safety features of the process.
first_indexed 2024-12-22T10:15:08Z
format Article
id doaj.art-6ad8758dd02c41259dc0c7ce3e13f88a
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-12-22T10:15:08Z
publishDate 2019-02-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-6ad8758dd02c41259dc0c7ce3e13f88a2022-12-21T18:29:44ZengMDPI AGMolecules1420-30492019-02-0124472610.3390/molecules24040726molecules24040726Metal-Free Alpha Trifluoromethylselenolation of Carbonyl Derivatives under Batch and Flow ConditionsElisabetta Massolo0Margherita Pirola1Sergio Rossi2Tiziana Benincori3Dipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, ItalyDipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, ItalyDipartimento di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milano, ItalyDipartimento di Scienza e Alta Tecnologia, Università degli Studi Dell’Insubria, Via Valleggio 11, 22100 Como, ItalyTrifluoromethylselenolated carbonyl compounds represent an emerging class with potential applications in several fields; however, a widespread use of such compound is hampered by the very limited number of strategies for their preparation. In this study we developed a method for the preparation of &#945;-SeCF<sub>3</sub> substituted carbonyl derivatives using an in situ generated electrophilic ClSeCF<sub>3</sub> species. We also implemented an in-flow protocol to improve the safety features of the process.https://www.mdpi.com/1420-3049/24/4/726trifluoromethylselenolationcarbonyl compoundsseleniumfluorinated derivativesflow chemistry
spellingShingle Elisabetta Massolo
Margherita Pirola
Sergio Rossi
Tiziana Benincori
Metal-Free Alpha Trifluoromethylselenolation of Carbonyl Derivatives under Batch and Flow Conditions
Molecules
trifluoromethylselenolation
carbonyl compounds
selenium
fluorinated derivatives
flow chemistry
title Metal-Free Alpha Trifluoromethylselenolation of Carbonyl Derivatives under Batch and Flow Conditions
title_full Metal-Free Alpha Trifluoromethylselenolation of Carbonyl Derivatives under Batch and Flow Conditions
title_fullStr Metal-Free Alpha Trifluoromethylselenolation of Carbonyl Derivatives under Batch and Flow Conditions
title_full_unstemmed Metal-Free Alpha Trifluoromethylselenolation of Carbonyl Derivatives under Batch and Flow Conditions
title_short Metal-Free Alpha Trifluoromethylselenolation of Carbonyl Derivatives under Batch and Flow Conditions
title_sort metal free alpha trifluoromethylselenolation of carbonyl derivatives under batch and flow conditions
topic trifluoromethylselenolation
carbonyl compounds
selenium
fluorinated derivatives
flow chemistry
url https://www.mdpi.com/1420-3049/24/4/726
work_keys_str_mv AT elisabettamassolo metalfreealphatrifluoromethylselenolationofcarbonylderivativesunderbatchandflowconditions
AT margheritapirola metalfreealphatrifluoromethylselenolationofcarbonylderivativesunderbatchandflowconditions
AT sergiorossi metalfreealphatrifluoromethylselenolationofcarbonylderivativesunderbatchandflowconditions
AT tizianabenincori metalfreealphatrifluoromethylselenolationofcarbonylderivativesunderbatchandflowconditions