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@article{e472035ec722416ea77d2174667ac52f,
title = "Three-Component Castagnoli-Cushman Reaction of 3-Arylglutaconic Acid Anhydrides, Carbonyl Compounds, and Ammonium Acetate: a Quick and Flexible Way to Assemble Polysubstituted NH-δ-lactams",
abstract = "A practical straightforward synthesis of medicinally important NH-δ-lactams through the three-component Castagnoli-Cushman reaction of 3-arylglutaconic anhydrides with carbonyl compound and ammonium acetate has been developed. The scope of the protocol has been thoroughly explored paying particular attention to the carbonyl component using wide array of aliphatic and aromatic aldehydes as well as rarely involved cyclic and acyclic ketones. Synthetic potential of prepared compounds was demonstrated by a series of post-modifications, including unexpected isomerization.",
keywords = "Ammonium acetate, Aromatization, Castagnoli-Cushman reaction, Decarboxylation, Double bond isomerization",
author = "Peshkov, {Anatoly A.} and Olga Bakulina and Dmitry Dar'in and Grigory Kantin and Anton Bannykh and Peshkov, {Vsevolod A.} and Mikhail Krasavin",
note = "Publisher Copyright: {\textcopyright} 2021 Wiley-VCH GmbH",
year = "2021",
month = mar,
day = "19",
doi = "10.1002/ejoc.202001617",
language = "English",
volume = "2021",
pages = "1726--1731",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-Blackwell",
number = "11",

}

RIS

TY - JOUR

T1 - Three-Component Castagnoli-Cushman Reaction of 3-Arylglutaconic Acid Anhydrides, Carbonyl Compounds, and Ammonium Acetate

T2 - a Quick and Flexible Way to Assemble Polysubstituted NH-δ-lactams

AU - Peshkov, Anatoly A.

AU - Bakulina, Olga

AU - Dar'in, Dmitry

AU - Kantin, Grigory

AU - Bannykh, Anton

AU - Peshkov, Vsevolod A.

AU - Krasavin, Mikhail

N1 - Publisher Copyright: © 2021 Wiley-VCH GmbH

PY - 2021/3/19

Y1 - 2021/3/19

N2 - A practical straightforward synthesis of medicinally important NH-δ-lactams through the three-component Castagnoli-Cushman reaction of 3-arylglutaconic anhydrides with carbonyl compound and ammonium acetate has been developed. The scope of the protocol has been thoroughly explored paying particular attention to the carbonyl component using wide array of aliphatic and aromatic aldehydes as well as rarely involved cyclic and acyclic ketones. Synthetic potential of prepared compounds was demonstrated by a series of post-modifications, including unexpected isomerization.

AB - A practical straightforward synthesis of medicinally important NH-δ-lactams through the three-component Castagnoli-Cushman reaction of 3-arylglutaconic anhydrides with carbonyl compound and ammonium acetate has been developed. The scope of the protocol has been thoroughly explored paying particular attention to the carbonyl component using wide array of aliphatic and aromatic aldehydes as well as rarely involved cyclic and acyclic ketones. Synthetic potential of prepared compounds was demonstrated by a series of post-modifications, including unexpected isomerization.

KW - Ammonium acetate

KW - Aromatization

KW - Castagnoli-Cushman reaction

KW - Decarboxylation

KW - Double bond isomerization

UR - http://www.scopus.com/inward/record.url?scp=85102297857&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/f54b855b-7294-399b-a1e4-db5b501bb3bc/

U2 - 10.1002/ejoc.202001617

DO - 10.1002/ejoc.202001617

M3 - Article

AN - SCOPUS:85102297857

VL - 2021

SP - 1726

EP - 1731

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 11

ER -

ID: 75206920