Metalation of Hantzsch Esters and Mixed Amide Esters: A General Route to C-2 Functionalized 1,4-Dihydropyridines

DOI: 10.1021/jo00067a012

Source and publish data:

Journal of Organic Chemistry p. 3811 - 3820 (1993)

Update date:2022-08-05

Topics:

Authors:

Poindexter, Graham S.

Licause, Joseph F.

Dolan, Peter L.

Foley, Michael A.

Combs, Charles M.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00067a012

1,4-Dihydropyridine (Hantzsch) diesters 3a-e readily undergo metalation at the C-2 methyl (vinylogous ester) position on treatment with alkyllithium bases.The resulting anion intermediates can be treated with electrophilic reagents to afford 1,4-dihydropy

Full text of DOI:10.1021/jo00067a012

Products guided by the article

Product name:dimethyl 1,4-dihydro-2-methyl-6-<(methylthio)methyl>-4-<2-(trifluoromethyl)phenyl>-3,5-pyridinedicarboxylate

Cas No:149143-25-9

R&D Labs maybe for 149143-25-9

Shandong Jiulong Hisince Pharmaceutical Co.,Ltd.

Contact:--

Address:Huadian Pioneer Park, Huadian Township, Qihe County, Dezhou City, Shandong, P.R.China
Luna Chemicals Co.,Ltd.

Contact:+86-570-4336358

Address:No.87 Building,Tianqian,Sidu Town
Jiangsu Haian Petro chemical Plant

Contact:+86-513-88902723

Address:99, Changjiang West Road, Haian County, Jiangsu
Changzhou LanXu Chemical Co.,ltd.(expird)

Contact:86-0519-86330911,13656129734,15261186386

Address:Room 524, Depart.Chemical, Changzhou Science and Eductaion town, Jiangsu, China;Factory: Haian Fine Chemical Industry Park,Nantong,Jiangsu,China
Hawks Chemical

Contact:+44 (0)161 367 9441

Address:

Relevant to this article

Iron-catalyzed three-component tandem process: A novel and convenient synthetic route to quinoline-2,4-dicarboxylates from arylamines, glyoxylic esters, and α-ketoesters

Doi:10.1016/j.tet.2013.10.025
(2013)
Synthesis and photophysical properties of novel butterfly-shaped blue emitters based on pyrene

Doi:10.1039/c3ob41350k
(2013)
Synthesis of new 3,4-disubstituted 2,5-dihydro-1H-pyrrol-1-yloxyl spin-label reagents via allylic rearrangements

Doi:10.1055/s-1993-25870
(1993)
Complete 13C NMR Spectra of the Axial Forms of Methyl- Ethyl- and Isopropylcyclohexane

Doi:10.1002/mrc.1260250113
(1987)
2,4-Disubstituted oxazoles and thiazoles as latent pharmacophores for diacylhydrazine of SC-51089, a potent PGE₂ antagonist

Doi:10.1016/S0968-0896(00)00229-7
(2001)
Thallium(III) oxide as an oxidative reagent in organic chemistry

Doi:10.1134/S1070363210030138
(2010)

Article Doi