The Vilsmeier-Haack Reaction of Isoxazolin-5-ones. Synthesis and Reactivity of 2-(Dialkylamino)-1,3-oxazin-6-ones

DOI: 10.1021/jo00391a048

Source and publish data:

Journal of Organic Chemistry p. 3426 - 3434 (1987)

Update date:2022-08-04

Topics:

Authors:

Beccalli, Egle M.

Marchesini, Alessandro

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

Article abstract of DOI:10.1021/jo00391a048

The Vilsmeier-Haack reaction on isoxazolin-5-ones gives 2-(dialkylamino)-1,3-oxazin-6-ones, and a reaction path is proposed depending on substitution pattern of the isoxazolin-5-ones studied.A thermal equilibrium between the oxazinones, imino ketenes, and vinyl isocyanates is hypothesized to explain most of the chemical reactivity of the 2-(dialkylamino)-1,3-oxazin-6-ones.

Full text of DOI:10.1021/jo00391a048

Products guided by the article

Product name:(Z)-3-(3,3-Dimethyl-ureido)-2-formyl-3-phenyl-acrylic acid

Cas No:108472-01-1

R&D Labs maybe for 108472-01-1

Jiangsu Haian Petro chemical Plant

Contact:+86-513-88902723

Address:99, Changjiang West Road, Haian County, Jiangsu
Shanghai Yuanye Bio-Technology Co., Ltd.

website:http://www.shyuanye.com

Contact:+86-21-61845781

Address:Building 6, No. 465, Changta Road,Songjiang District,Shanghai,China
Wuxi Innopal International Trade CO.,LTD

Contact:+86-510-80711901-8003

Address:Room 402,Building 5,Longze Garden,No.17,South huanjiu Road,Yixing City, Jiangsu,China
He Bei Shun Er Chemical Co., LTD.

Contact:86-0311-86996932/86860168

Address:No 18,North street
Sdow

website:http://www.sdowchem.com

Contact:86-135-2193 7483

Address:8-106 taiyue building

Relevant to this article

Iodine-catalyzed one-pot decarboxylative aromatization of tetrahydro-β-carbolines

Doi:10.1016/j.tet.2016.10.069
(2016)
Diazen-1-ium-1,2-diolated nitric oxide donor ester prodrugs of 5-(4-hydroxymethylphenyl)-1-(4-aminosulfonylphenyl)-3-trifluoromethyl-1H-pyrazole and its methanesulfonyl analog: Synthesis, biological evaluation and nitric oxide release studies

Doi:10.1016/j.bmc.2008.10.001
(2008)
Synthesis of functionalized pyroglutamic acids, part 1: The synthetic utility of N-acylindole and the ugi reaction with a chiral levulinic acid

Doi:10.1055/s-2008-1078173
(2008)
A new palladium(II)-catalyzed asymmetric chlorohydrin synthesis

Doi:10.1021/jo972015u
(1998)
Synthesis of directly and doubly linked dioxoisobacteriochlorin dimers

Doi:10.1021/ja807659h
(2008)
Reaction of nitrilimines with 2-substituted aza-heterocycles. Synthesis of pyrrolo[1,2-a]pyridine and pyrimido[2,1-d] 1,2,3,5-tetrazine

Doi:10.3390/molecules13010170
(2008)

Article Doi