1,1′-Carbonyldiimidazole as a cyclodehydrating agent for the Castagnoli–Cushman reaction of dicarboxylic acids and imines

Research output

Abstract

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.

Original languageEnglish
Pages (from-to)292-293
JournalMendeleev Communications
Volume29
Issue number3
DOIs
Publication statusPublished - 1 May 2019

Fingerprint

Lactams
Acylation
Dicarboxylic Acids
Imines
Anhydrides
Acids
Substrates
acetic anhydride

Scopus subject areas

  • Chemistry(all)

Cite this

@article{4e4cdbfaf3ce475d9b3b0ac7f0a61daa,
title = "1,1′-Carbonyldiimidazole as a cyclodehydrating agent for the Castagnoli–Cushman reaction of dicarboxylic acids and imines",
abstract = "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.",
author = "Chupakhin, {Evgeny G.} and Bakulina, {Olga Yu} and Dar'in, {Dmitry V.} and Mikhail Krasavin",
year = "2019",
month = "5",
day = "1",
doi = "10.1016/j.mencom.2019.05.016",
language = "English",
volume = "29",
pages = "292--293",
journal = "Mendeleev Communications",
issn = "0959-9436",
publisher = "Elsevier",
number = "3",

}

TY - JOUR

T1 - 1,1′-Carbonyldiimidazole as a cyclodehydrating agent for the Castagnoli–Cushman reaction of dicarboxylic acids and imines

AU - Chupakhin, Evgeny G.

AU - Bakulina, Olga Yu

AU - Dar'in, Dmitry V.

AU - Krasavin, Mikhail

PY - 2019/5/1

Y1 - 2019/5/1

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=85066864141&partnerID=8YFLogxK

U2 - 10.1016/j.mencom.2019.05.016

DO - 10.1016/j.mencom.2019.05.016

M3 - Article

AN - SCOPUS:85066864141

VL - 29

SP - 292

EP - 293

JO - Mendeleev Communications

JF - Mendeleev Communications

SN - 0959-9436

IS - 3

ER -