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

Beijing Mesochem Technology Co.,LTD

website:http://www.mesochem.com

Contact:0086-10-57862036

Address:2301, Floor 23, Building 9 Lippo Plaza, Yard 8 Ronghua Middle Road, ETDZ, Beijing, China
Chengdu Green technology Co.,Ltd.

Contact:86-28-82608355

Address:C9 ,Economic Headquarters, Economic Development Zone, Chengdu.
Jitat Company Ltd

Contact:852-27701081

Address:Room 2509, New Tech Plaza, 34 Tai Yau St., San Po Kong, HK
Chengdu Pukang Biotechnology Co., Ltd

Contact:+86-28-82550498

Address:No. 558 Rulin Road,Xinjin county,Chengdu city, China
Chengdu D-Innovation Pharmaceutical Co., Ltd

Contact:86-28-85105536

Address:1001, B6, No.88 Keyuan South Road, Chengdu Hi-Tech Zone

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