Mechanochemical Defluorinative Acylation of <i>ortho</i>‐Hydroxyarylenaminones by CF<sub>3</sub>‐Compounds: Synthesis of 3‐Acylchromones-Reference-Cited by-同舟云学术

Mechanochemical Defluorinative Acylation of ortho‐Hydroxyarylenaminones by CF₃‐Compounds: Synthesis of 3‐Acylchromones

Published:2023-06-02 Issue:12 Volume:365 Page:2026-2035
ISSN:1615-4150
Container-title:Advanced Synthesis & Catalysis
language:en
Short-container-title:Adv Synth Catal

Author:

Mkrtchyan Satenik¹,Purohit Vishal B.²^ORCID,Khutsishvili Spartak³,Nociarová Jela¹⁴,Yar Muhammad⁵,Mahmood Tariq⁵,Ayub Khurshid⁵,Budzák Šimon¹,Skoršepa Marek¹,Iaroshenko Viktor O.¹⁶⁷^ORCID

Affiliation:

1. Department of Chemistry Faculty of Natural Sciences Matej Bel University Tajovského 40 97401 Banska Bystrica Slovakia

2. International Centre for Research on Innovative Biobased Materials (ICRI-BioM) – International Research Agenda Lodz University of Technology Zeromskiego 116 90-924 Lodz Poland

3. R. Agladze Institute of Inorganic Chemistry and Electrochemistry Ivane Javakhishvili Tbilisi State University 11 Mindeli St. 0186 Tbilisi Georgia

4. Department of Inorganic Chemistry Faculty of Natural Sciences Comenius University SK-84215 Bratislava Slovakia

5. COMSATS University Department of Chemistry Abbottabad Campus Abbottabad KPK 22060 Pakistan

6. Division of Wood Chemistry and Pulp Technology Department of Fiber and Polymer Technology School of Chemistry, Biotechnology and Health KTH Royal Institute of Technology Teknikringen 56-58 100 44 Stockholm Sweden

7. Wallenberg Wood Science Center Department of Fiber and Polymer Technology School of Chemistry, Biotechnology and Health KTH Royal Institute of Technology Teknikringen 56-58 100 44 Stockholm Sweden

Abstract

AbstractAn alternative strategy for the mechanochemical defluorinative acylation of ortho‐hydroxyarylenaminones has been developed to synthesise 3‐acylchromones utilizing CF3‐compounds via activation of the C−F bound of the trifluoromethyl group in the presence of ytterbia (Yb2O3). The current protocol tolerated a wide range of coupling substrates to access a library of diversely substituted 3‐acylchromones under the mechanochemically induced domino cyclisation mode. This is the first report for the deflourinative transformation of the inert CF3 group to the corresponding carbonyl functionality under the mechanochemical conditions.

Funder

Knut och Alice Wallenbergs Stiftelse

Publisher

Wiley

Subject

General Chemistry

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.202300260

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