Research output: Contribution to journal › Article › peer-review
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. / Peshkov, Anatoly A.; Bakulina, Olga; Dar'in, Dmitry; Kantin, Grigory; Bannykh, Anton; Peshkov, Vsevolod A.; Krasavin, Mikhail.
In: European Journal of Organic Chemistry, Vol. 2021, No. 11, 19.03.2021, p. 1726-1731.Research output: Contribution to journal › Article › peer-review
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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