✦ LIBER ✦

Efficient Synthesis of (3E)-3-[Amino(aryl)methylidene]chromane-2,4-diones (=(3E)-3-[Amino(aryl)methylene]-2H-1-benzopyran-2,4(3H)-diones) via a Three-Component Reaction

✍ Scribed by Elmira Ghabraie; Morteza Bararjanian; Saeed Balalaie; Frank Rominger; Hamid Reza Bijanzadeh

Publisher: John Wiley and Sons
Year: 2011
Tongue: German
Weight: 292 KB
Volume: 94
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.201100001

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The Michael‐type addition of a 4‐hydroxycoumarin (=4‐hydroxy‐2__H__‐1‐benzopyran‐2‐one) 1 to a β‐nitrostyrene (=(2‐nitroethenyl)benzene) 2 in the presence of AcONH~4~ leads to substituted (3__E__)‐3‐[amino(aryl)methylidene]chroman‐2,4‐diones (=(3__E__)‐3‐[amino(aryl)methylene]‐2__H__‐1‐benzopyran‐2,4(3__H__)‐diones) 4 (Table 1). High yields, short reaction time, and easy workup are advantages of this novel one‐pot three‐component reaction.

📜 SIMILAR VOLUMES

ChemInform Abstract: Efficient Synthesis

ChemInform Abstract: Efficient Synthesis of (3E)-3-[Amino(aryl)methylidene]chromane-2,4-diones (= (3E)-3[Amino(aryl)methylene]-2H-1-benzopyran-2,4(3H)-diones) via a Three-Component Reaction.

✍ Elmira Ghabraie; Morteza Bararjanian; Saeed Balalaie; Frank Rominger; Hamid Reza 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 25 KB

## Abstract Michael‐type addition of hydroxycoumarins (I) towards β‐nitrostyrenes (II) in the presence of ammonium acetate provides access to title amino(aryl)methylenechromanediones (III) in high yields.

Synthesis of 2-Amino-3-ethoxycarbonyl-4-

Synthesis of 2-Amino-3-ethoxycarbonyl-4-aryl-4H,5H-pyrano[3,2-c]benzopyran-5-one.

✍ Shujiang Tu; Hong Jiang; Fang Fang; Youjian Feng; Songlei Zhu; Tuanjie Li; Xiaoj 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 15 KB 👁 1 views

ChemInform Abstract: Synthesis of 2H-1-B

ChemInform Abstract: Synthesis of 2H-1-Benzopyran-2,4(3H)-dione-3-carboxamide and 2H,3H-[1]Benzopyrano[4,3-b]pyrano-2-hydroxy-3-carboxamide-4,5-dione Derivatives via Carbon Suboxide.

✍ L. BONSIGNORE; G. LOY 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views

ChemInform Abstract: Synthesis of Coumar

ChemInform Abstract: Synthesis of Coumarin Derivatives from 4-Oxo-4H-1-benzopyran-3-carboxaldehyde via 3-(Arylaminomethylene)chroman-2,4-dione.

✍ Chandrakanta Bandyopadhyay; Kumar Ranabir Sur; Ranjan Patra; Arunabha Sen 📂 Article 📅 2000 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

A Facile Synthesis of Substituted 3-Amin

A Facile Synthesis of Substituted 3-Amino-1H-quinazoline-2,4-diones.

✍ Tuan P. Tran; et al. et al. 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 25 KB 👁 2 views

A facile synthesis of substituted 3-amin

A facile synthesis of substituted 3-amino-1H-quinazoline-2,4-diones

✍ Tuan P. Tran; Edmund L. Ellsworth; Brian M. Watson; Joseph P. Sanchez; H. D. Hol 📂 Article 📅 2005 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 124 KB

A new synthesis of a series of 3-amino-1H-quinazoline-2,4-diones is described. The 1H-quinazoline-2,4dione 10 was made starting with fluorobenzoic acid in three high yielding steps. The key step of this synthesis involved the generation of the dianion of urea 7 and the subsequent intramolecular nucl