» Articles » PMID: 23199185

Enols As Feasible Acid Components in the Ugi Condensation

Overview
Journal Org Lett
Specialties Biochemistry
Chemistry
Date 2012 Dec 4
PMID 23199185
Citations 6
Authors
Affiliations
Soon will be listed here.
Abstract

Heterocyclic enols are used for the first time as acid components in an Ugi-type multicomponent condensation. For that purpose, we have chosen enols containing a Michael acceptor, in order to facilitate an irreversible rearrangement of the primary Ugi adduct. The new four-component process leads readily and efficiently to heterocyclic enamines containing at least six elements of diversity.

Citing Articles

Stefano Marcaccini: a pioneer in isocyanide chemistry.

G Neo A, Ramiro J, Garcia-Valverde M, Diaz J, F Marcos C Mol Divers. 2023; 28(1):335-418.

PMID: 37043161 PMC: 10876884. DOI: 10.1007/s11030-023-10641-7.


Ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate in the smiles rearrangement reaction: straightforward synthesis of amino acid derived quinolin-2(1H)-one enamines.

Haghipour S, Mehrdad M, Hosseini S, Moazzam A, Rad-Moghadam K, Mahdavi M Mol Divers. 2023; 27(5):2345-2352.

PMID: 36752999 DOI: 10.1007/s11030-022-10560-z.


Synthesis of Chromeno[3,4-]piperazines by an Enol-Ugi/Reduction/Cyclization Sequence.

Bornadiego A, G Neo A, F Marcos C Molecules. 2021; 26(5).

PMID: 33673443 PMC: 7956738. DOI: 10.3390/molecules26051287.


Doebner-type pyrazolopyridine carboxylic acids in an Ugi four-component reaction.

Murlykina M, Kolomiets O, Kornet M, Sakhno Y, Desenko S, Dyakonenko V Beilstein J Org Chem. 2019; 15:1281-1288.

PMID: 31293676 PMC: 6604699. DOI: 10.3762/bjoc.15.126.


Stereoselective Synthesis of Quaternary Pyrrolidine-2,3-diones and β-Amino Acids.

Shymanska N, Pierce J Org Lett. 2017; 19(11):2961-2964.

PMID: 28537396 PMC: 5540151. DOI: 10.1021/acs.orglett.7b01185.