Аннотация:
A novel protocol for the Castagnoli–Cushman reaction of dicarboxylic acids and imines comprises the use of 1,1′-carbonyldiimidazole as the cyclodehydrating agent to in situ produce the intermediate anhydrides. In contrast to previously developed procedure involving the use of acetic anhydride, the current protocol allows one to utilize substrates prone to acylation or acid-promoted transformations, which significantly broadens the reaction scope of lactams to be obtained.
Образец цитирования:
E. G. Chupakhin, O. Yu. Bakulina, D. V. Dar'in, M. Yu. Krasavin, “1,1′-Carbonyldiimidazole as a cyclodehydrating agent for the Castagnoli–Cushman reaction of dicarboxylic acids and imines”, Mendeleev Commun., 29:3 (2019), 292–293
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc1499
https://www.mathnet.ru/rus/mendc/v29/i3/p292
Эта публикация цитируется в следующих 5 статьяx:
José Luis Ramiro, Sonia Martínez-Caballero, Ana G. Neo, Jesús Díaz, Carlos F. Marcos, “The Castagnoli–Cushman Reaction”, Molecules, 28:6 (2023), 2654
Polina Paramonova, Olga Bakulina, Alem Nabiyev, Dmitry Dar'in, Mikhail Krasavin, “Castagnoli‐Cushman Reaction of 3‐Aryl Glutaric Acids: A Convenient, Diastereoselective Reaction for 6‐Oxo‐2,4‐diarylpiperidine‐3‐carboxylic Acid Scaffold”, ChemistrySelect, 7:3 (2022)
Rodion Lebedev, Dmitry Dar'in, Grigory Kantin, Olga Bakulina, Mikhail Krasavin, “One-Pot Sequence of Staudinger/aza-Wittig/Castagnoli–Cushman Reactions Provides Facile Access to Novel Natural-like Polycyclic Ring Systems”, Molecules, 27:23 (2022), 8130
Natalia Guranova, Olga Bakulina, Dmitry Dar'in, Grigory Kantin, Mikhail Krasavin, “Homophthalic Esters: A New Type of Reagents for the Castagnoli‐Cushman Reaction”, Eur J Org Chem, 2022:9 (2022)
Andrei Firsov, Olga Bakulina, Dmitry Dar'in, Natalia Guranova, Mikhail Krasavin, “Further Insight into the Castagnoli–Cushman-type Synthesis of 1,4,6-Trisubstituted 1,6-Dihydropyridin-2-(3H)-ones from 3-Arylglutaconic Acid Anhydrides”, J. Org. Chem., 85:10 (2020), 6822