Next Article in Journal
Quinoline-Malononitrile-Based Aggregation-Induced Emission Probe for Monoamine Oxidase Detection in Living Cells
Next Article in Special Issue
Multicomponent Synthesis of 4-Aryl-4,9-dihydro-1H-pyrazolo[3,4-b]quinolines Using L-Proline as a Catalyst—Does It Really Proceed?
Previous Article in Journal
The Effect of Hydroxytyrosol in Type II Epithelial-Mesenchymal Transition in Human Skin Wound Healing
 
 
Search for Articles:
Title / Keyword
Author / Affiliation / Email
Journal
Article Type
 
 
Advanced Search
 
Section
Special Issue
Volume
Issue
Number
Page
 
Journals
Molecules
Volume 28
Issue 6
10.3390/molecules28062654
molecules-logo
Submit to this Journal Review for this Journal Propose a Special Issue
► Article Menu

Article Menu

share Share announcement Help format_quote Cite question_answer Discuss in SciProfiles
first_page
settings
Order Article Reprints
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Review

The Castagnoli–Cushman Reaction

by
José Luis Ramiro
1,
Sonia Martínez-Caballero
2,
Ana G. Neo
1,*,
Jesús Díaz
1 and
Carlos F. Marcos
1,*
1
Laboratory of Bioorganic Chemistry & Membrane Biophysics (L.O.B.O.), Departamento de Química Orgánica e Inorgánica, Facultad de Veterinaria, Universidad de Extremadura, 10003 Cáceres, Spain
2
Departamento de Didáctica de las Ciencias Experimentales y las Matemáticas, Facultad de Formación de Profesorado, Universidad de Extremadura, 10003 Cáceres, Spain
*
Authors to whom correspondence should be addressed.
Molecules 2023, 28(6), 2654; https://doi.org/10.3390/molecules28062654
Submission received: 1 February 2023 / Revised: 11 March 2023 / Accepted: 12 March 2023 / Published: 15 March 2023
(This article belongs to the Special Issue New Approach in Multicomponent Reactions II)
Browse Figures
Versions Notes

Abstract

Since the first reports of the reaction of imines and cyclic anhydrides by Castagnoli and Cushman, this procedure has been applied to the synthesis of a variety of lactams, some of them with important synthetic or biological interest. The scope of the reaction has been extended to the use of various Schiff bases and anhydrides as well as to different types of precursors for these reagents. In recent years, important advances have been made in understanding the mechanism of the reaction, which has historically been quite controversial. This has helped to develop reaction conditions that lead to pure diastereomers and even homochiral products. In addition, these mechanistic studies have also led to the development of new multicomponent versions of the Castagnoli–Cushman reaction that allow products with more diverse and complex molecular structures to be easily obtained.
Keywords: multicomponent reactions; anhydrides; Schiff bases; lactones; Perkin condensation multicomponent reactions; anhydrides; Schiff bases; lactones; Perkin condensation

Share and Cite

MDPI and ACS Style

Ramiro, J.L.; Martínez-Caballero, S.; Neo, A.G.; Díaz, J.; Marcos, C.F. The Castagnoli–Cushman Reaction. Molecules 2023, 28, 2654. https://doi.org/10.3390/molecules28062654

AMA Style

Ramiro JL, Martínez-Caballero S, Neo AG, Díaz J, Marcos CF. The Castagnoli–Cushman Reaction. Molecules. 2023; 28(6):2654. https://doi.org/10.3390/molecules28062654

Chicago/Turabian Style

Ramiro, José Luis, Sonia Martínez-Caballero, Ana G. Neo, Jesús Díaz, and Carlos F. Marcos. 2023. "The Castagnoli–Cushman Reaction" Molecules 28, no. 6: 2654. https://doi.org/10.3390/molecules28062654

APA Style

Ramiro, J. L., Martínez-Caballero, S., Neo, A. G., Díaz, J., & Marcos, C. F. (2023). The Castagnoli–Cushman Reaction. Molecules, 28(6), 2654. https://doi.org/10.3390/molecules28062654

Article Metrics

Back to TopTop