✦ LIBER ✦

Synthesis of indeno[2,1-a]pyrrolo[3,4-c]carbazole lactam regioisomers using ethyl cis-β-cyanoacrylate as a dienophile and lactam precursor

✍ Scribed by Robert L. Hudkins; Chung Ho Park

Publisher: Journal of Heterocyclic Chemistry
Year: 2003
Tongue: English
Weight: 114 KB
Volume: 40
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570400118

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Reported here is the synthesis and characterization of the indenopyrrolocarbazole ring system utilizing a Diels‐Alder reaction with 2‐indenylindole and maleimide. Clemmensen reduction of imide 10 furnished the 5‐oxo (16) and 7‐oxo (17) lactam regioisomers. A new regiospecific route to 5‐oxo 16 was developed using ethyl cis‐β‐cyanoacrylate as the dienophile. The regio and stereochemical characterization of the cycloadducts was confirmed by X‐ray crystallography.

📜 SIMILAR VOLUMES

Synthesis of Indeno[2,1-a]pyrrolo[3,4-c]

Synthesis of Indeno[2,1-a]pyrrolo[3,4-c]carbazole Lactam Regioisomers Using Ethyl cis-β-Cyanoacrylate as a Dienophile and Lactam Precursor.

✍ Robert L. Hudkins; Chung Ho Park 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 196 KB

## Abstract For Abstract see ChemInform Abstract in Full Text.

ChemInform Abstract: Ethyl (R)-3-Hydroxy

ChemInform Abstract: Ethyl (R)-3-Hydroxy-4-phenylthiobutyrate: Synthesis by the Bakers′ Yeast Reduction and Use as a Precursor of Enantiomerically Pure β- Lactam.

✍ R. HAYAKAWA; M. SHIMIZU; T. FUJISAWA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

ChemInform Abstract: Staudinger and retr

ChemInform Abstract: Staudinger and retro-Staudinger Reactions. The Dichloro-β-lactam Moiety as a Useful Handle for the Synthesis of 4-Aryl-2H-1,3-benzothiazine 1,2-Dioxides.

✍ Lajos Fodor; Peter Csomos; Antal Csampai; Pal Sohar 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

## Abstract The title compounds (V), which cannot be obtained by direct oxidation of (I), are prepared using the reversible formation of a dichloro‐β‐lactam moiety as novel protecting group.