Experimental and computational study of BF<sub>3</sub>-catalyzed transformations of <i>ortho</i>-(pivaloylaminomethyl)benzaldehydes: an unexpected difference from TFA catalysis-Reference-Cited by-同舟云学术

Experimental and computational study of BF₃-catalyzed transformations of ortho-(pivaloylaminomethyl)benzaldehydes: an unexpected difference from TFA catalysis

Published:2022 Issue:9 Volume:20 Page:1933-1944
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Koványi-Lax Györgyi¹,Hargitai Csilla¹,Ábrányi-Balogh Péter²^ORCID,Nagy Tamás¹,Tóth Gábor¹³,Garádi Zsófia¹^ORCID,Németh Gábor¹^ORCID,Pandur Angéla¹,Horváth Simon¹^ORCID,Dancsó András¹^ORCID,Simig Gyula¹^ORCID,Volk Balázs¹^ORCID

Affiliation:

1. Directorate of Drug Substance Development, Egis Pharmaceuticals Plc., P.O. Box 100, H-1475 Budapest, Hungary

2. Medicinal Chemistry Research Group, Research Centre for Natural Sciences, P.O. Box 286, H-1519 Budapest, Hungary

3. Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, Szent Gellért tér 4, H-1111 Budapest, Hungary

Abstract

In the present study, reactions of ortho-(pivaloylaminomethyl)benzaldehydes are described with boron trifluoride diethyl etherate used as the catalyst, leading to two unexpected products.

Funder

Innovációs és Technológiai Minisztérium

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D1OB02308J

Reference26 articles.

1. A New Route to Isoindole Intermediates

2. Interesting transformations of methylenedioxy-substituted ortho-(pivaloylaminomethyl)benzaldehyde

3. Rearrangement of o-(pivaloylaminomethyl)benzaldehydes: an experimental and computational study

4. Isoindoles

5. Untersuchungen zur Chemie von Isoindolen und Isoindoleninen, XXXII [1] Elektrophile Substitutionsreaktionen von 2-Aryl-2H-isoindolen mit Trifluoressigsäureanhydrid / Studies on the Chemistry of Isoindoles and Isoindolenines, XXXII [1] Electrophilic Substitution Reactions of 2-Aryl-2H-isoindoles with Trifluoroacetic Anhydride

Cited by 1 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Application of BF₃•OEt₂ in Organic Synthesis as a Catalyst or Synthon;Chinese Journal of Organic Chemistry;2023