3-(3-Carboxyphenyl)-5-(trifluoromethyl)benzoic acid
CAS Number:
1261930-96-4
Molecular Formula:
C15H9F3O4
Nitrile stabilized synthesis of pyrrolidine and piperidine derivatives via tandem alkynyl aza-Prins–Ritter reactions
Literature Information
Publication Date
2023-12-14
DOI
10.1039/D3OB01764H
Impact Factor
3.876
Authors
Sudip Shit, Chinmayee Choudhury, Anil K. Saikia
View Original
Abstract
An efficient methodology for the synthesis of N-(pyrrolidine-3-ylidenemethyl)acetamides mediated by triflic acid in good yields with separable Z/E isomers within a short reaction time has been demonstrated. The reaction involves the initial formation of the pyrrolidin-3-ylidenemethylium carbocation via the Prins cyclization reaction followed by the Ritter reaction to produce N-(pyrrolidine-3-ylidenemethyl)acetamides. This methodology is also used for the synthesis of their piperidine derivatives.
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Source Journal
Organic & Biomolecular Chemistry
CiteScore:
3.4
Self-citation Rate:
10.3%
Articles per Year:
1041
Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
Recommended Compounds
![Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate structure](https://static.chemtradehub.com/structs/253/253196-37-1-8450.webp "Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate structure")
Ethyl 5-[({[(2-methyl-2-propanyl)oxy]carbonyl}amino)methyl]-1,2-oxazole-3-carboxylate
CAS Number:
253196-37-1
Molecular Formula:
C12H18N2O5
![5,10-Dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one structure](https://static.chemtradehub.com/structs/581/5814-41-5-0b01.webp "5,10-Dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one structure")
![2-Methyl-2-propanyl 4-[3-(aminomethyl)phenyl]-1-piperazinecarboxylate structure](https://static.chemtradehub.com/structs/889/889948-55-4-5c12.webp "2-Methyl-2-propanyl 4-[3-(aminomethyl)phenyl]-1-piperazinecarboxylate structure")
2-Methyl-2-propanyl 4-[3-(aminomethyl)phenyl]-1-piperazinecarboxylate
CAS Number:
889948-55-4
Molecular Formula:
C16H25N3O2
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