Access to Trifluoromethylketones from Alkyl Bromides and Trifluoroacetic Anhydride by Photocatalysis

Aliphatic trifluoromethyl ketones are a type of unique fluorine‐containing subunit which play a significant role in altering the physical and biological properties of molecules. Catalytic methods to provide direct access to aliphatic trifluoromethyl ketones are highly desirable yet remain underdevel...

Celý popis

Uloženo v:

Podrobná bibliografie
Vydáno v:	Angewandte Chemie International Edition Ročník 62; číslo 38; s. e202308732
Hlavní autoři:	Du, Hai‐Wu, Du, Yi‐Dan, Zeng, Xian‐Wang, Shu, Wei
Médium:	Journal Article
Jazyk:	angličtina
Vydáno:	WEINHEIM Wiley 18.09.2023 Wiley Subscription Services, Inc
Vydání:	International ed. in English
Témata:	Aliphatic compounds Anhydrides Biological properties Bromides Catalysis Chemistry Chemistry, Multidisciplinary Coupling (molecular) Cross coupling Fluorine Halides Ketones Photocatalysis Physical Sciences Science & Technology Trifluoroacetic anhydride Trifluoroacetyl Anhydrides CATALYSIS Photocatalysis STRATEGY Radical-Radical Coupling ALCOHOLS KETONES ALKENES Trifluoroacetylation FLUORINE GENERATION RADICALS INHIBITORS Halogen Atom Transfer DERIVATIVES
ISSN:	1433-7851, 1521-3773, 1521-3773
On-line přístup:	Získat plný text
Tagy:	Přidat tag Žádné tagy, Buďte první, kdo vytvoří štítek k tomuto záznamu!

Popis
Shrnutí:	Aliphatic trifluoromethyl ketones are a type of unique fluorine‐containing subunit which play a significant role in altering the physical and biological properties of molecules. Catalytic methods to provide direct access to aliphatic trifluoromethyl ketones are highly desirable yet remain underdeveloped, partially owing to the high reactivity and instability of trifluoroacetyl radical. Herein, we report a photocatalytic synthesis of trifluoromethyl ketones from alkyl bromides with trifluoroacetic anhydride. The reaction features dual visible‐light and halogen‐atom‐transfer catalysis, followed by an enabling radical‐radical cross‐coupling of an alkyl radical with a stabilized trifluoromethyl radical. The reaction provides straightforward access to aliphatic trifluoromethyl ketones from readily available and cost‐effective alkyl halides and trifluoroacetic anhydride (TFAA).
Bibliografie:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 content type line 23
ISSN:	1433-7851 1521-3773 1521-3773
DOI:	10.1002/anie.202308732