Synthesis of polysubstituted anilines using the Diels-Alder reaction of methyl 5-aminofuroate

DOI: 10.1016/0040-4039(96)00440-6

Source and publish data:

Tetrahedron Letters p. 2903 - 2906 (1996)

Update date:2022-08-02

Topics: Diels-Alder Reaction

Authors:

Cochran, John E.

Wu, Tianhua

Padwa, Albert

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

Article abstract of DOI:10.1016/0040-4039(96)00440-6

Methyl 5-aminofuroate undergoes a facile [4+2]-cycloaddition with a variety of dienophiles to afford ring opened cycloadducts which are readily dehydrated using BF₃·OEt₂ to give polysubstituted anilines.

Full text of DOI:10.1016/0040-4039(96)00440-6

Products guided by the article

Product name:3,5-Cyclohexadiene-1,3-dicarboxylic acid, 4-amino-1-hydroxy-, dimethyl ester

Cas No:177913-48-3

R&D Labs maybe for 177913-48-3

Taizhou Elitechemie MediPharma Technology Co.,Ltd.

Contact:+86-523-86810021

Address:Building G14,NO.1 Avenue,China Medical City, Taizhou, Jiangsu,China
Shanghai Synmedia Chemical Co., Ltd

Contact:+86-21-38681880

Address:6th Floor, 11A Building, No.528 Ruiqing Road, Heqing town, Pudong new district, Shanghai China
Guangzhou Flower's Song Fine Chemical CO,. Ltd

Contact:+86-20-87475199

Address:No.12, Fenghuang 3 Road, Jiulong Industrial Park, Luogang District, Guangzhou. China
Improve Medical Technology(Nanxiong) Co., Ltd

Contact:86-751-3836997

Address:No.33, Pingan First Road, Fine Chemical Industry Base, Nanxiong City, Shaoguan, Guangdong, China
Chemvon Biotechnology Co. Ltd.

website:http://www.chemvon.com

Contact:86-21-58550039;86-21-31268550-8004

Address:Suite B-10#, 6999 Chuansha Road, Pudong District, Shanghai 201202, China

Relevant to this article

Studies on quinolone antibacterials. IV. Structure-activity relationships of antibacterial activity and side effects for 5- or 8-substituted and 5,8- disubstituted-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-1,4-dihydro-4- oxoquinoline-3-carboxylic acids

Doi:10.1248/cpb.44.1074
(1996)
A solvation-assisted model for estimating anomeric reactivity. Predicted versus observed trends in hydrolysis of n-pentenyl glycosides

Doi:10.1021/jo9601223
(1996)
Discovery of potent, orally bioavailable in vivo efficacious antagonists of the TLR7/8 pathway

Doi:10.1016/j.bmcl.2020.127366
(2020)
Organoboron-based allylation approach to the total synthesis of the medium-ring dilactone (+)-antimycin A_1b

Doi:10.1021/jo501134d
(2014)
Synthesis of 5-methylene-1,3-cyclohexadienes (o-isotoluenes) via electrocyclization of (4Z)-1,2,4,6-heptatetraenes

Doi:10.1016/0040-4039(96)00774-5
(1996)
Titanium-Promoted Acylation of Sulfonamides to N -Acylsulfonamide PPAR Antagonists

Doi:10.1080/00397911.2015.1092552
(2015)

Article Doi