✦ LIBER ✦

Bismuth(III) chloride-catalyzed intramolecular hetero-Diels–Alder reactions: a novel synthesis of hexahydrodibenzo[b,h][1,6]naphthyridines

✍ Scribed by Gowravaram Sabitha; E Venkata Reddy; Ch Maruthi; J.S Yadav

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 75 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)00018-7

No coin nor oath required. For personal study only.

✦ Synopsis

BiCl 3 efficiently catalyzed the intramolecular hetero-Diels-Alder reactions of aldimines generated in situ from aromatic amines and the N-allyl derivative of o-aminobenzaldehyde in refluxing acetonitrile to afford a novel class of hexahydrodibenzo [b,h][1,6]naphthyridine derivatives. The products are isolated as mixtures of trans and cis diastereoisomers in a 1:1 ratio, in good to excellent yields.

📜 SIMILAR VOLUMES

ChemInform Abstract: Bismuth(III) Chlori

ChemInform Abstract: Bismuth(III) Chloride-Catalyzed Intramolecular Hetero-Diels—Alder Reactions: A Novel Synthesis of Hexahydrodibenzo[b,h][1,6]naphthyridines.

✍ Gowravaram Sabitha; E. Venkata Reddy; Ch. Maruthi; J. S. Yadav 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 1 views

ChemInform Abstract: Bismuth(III) Chlori

ChemInform Abstract: Bismuth(III) Chloride Catalyzed Intramolecular Hetero Diels—Alder Reaction: Application to the Synthesis of Tetrahydrochromano[4,3-b]quinoline Derivatives.

✍ Gowravaram Sabitha; Erigala Venkata Reddy; Jhillu S. Yadav 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views

ChemInform Abstract: Synthesis of Hexahy

ChemInform Abstract: Synthesis of Hexahydrobenzo[b]pyrimido[4,5-h][1,6]naphthyridines via an Intramolecular Hetero-Diels—Alder Reaction.

✍ Fengzhi Yang; Lianyou Zheng; Jinbao Xiang; Qun Dang; Xu Bai 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 48 KB 👁 1 views

Intramolecular Hetero-Diels—Alder Reacti

Intramolecular Hetero-Diels—Alder Reactions Catalyzed by BiCl3: Stereoselective Synthesis of Benzo-Anellated Decahydrofuro[3,2-h][1,6]naphthyridine Derivatives.

✍ Gowravaram Sabitha; Chittapragada Maruthi; Erigala Venkata Reddy; Chitti Sriniva 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 20 KB 👁 1 views

Intramolecular Hetero-Diels–Alder Reacti

Intramolecular Hetero-Diels–Alder Reactions Catalyzed by BiCl3: Stereoselective Synthesis of Benzo-Annelated Decahydrofuro[3,2-h][1,6]naphthyridine Derivatives

✍ Gowravaram Sabitha; Chittapragada Maruthi; Erigala Venkata Reddy; Chitti Sriniva 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 German ⚖ 65 KB 👁 1 views

A novel, efficient synthesis of a series of functionalized, benzo-annelated decahydrofuro [3,2h][1,6]naphthyridine derivatives 3 has been achieved. The protocol is based on the intramolecular hetero-Diels-Alder (IMHDA) reaction of in situ formed imines derived from an N-prenylated sugar aldehyde 1 a

Europium catalyzed intramolecular oxazol

Europium catalyzed intramolecular oxazole Diels-Alder reactions for the synthesis of benzopyrano[4,3-b]pyridines and benzo[h]-1,6-naphthyridines

✍ Jeremy I Levin 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 190 KB

Intramolecular oxazole-olefin Diels-Alder reactions proceed, in the presence of the Lewis acid europium(fodh to provide substituted SH-Ill-benzopyranoI4,3-blpyridines and benzoIh]-1,6 naphthyridines in moderate yields. In the past several years, 5-oxo-5H-[l]-benzopyrano[4,3-blpyridine derivatives 1