✦ LIBER ✦

Palladium-Catalyzed C–C Coupling/C–H Activation: Formation of Isoindolinone-Fused Heterocyclic Compounds

✍ Scribed by Yimin Hu; Dong Ren; Lidong Zhang; Xiangang Lin; Jing Wan

Publisher: John Wiley and Sons
Year: 2010
Tongue: English
Weight: 358 KB
Volume: 2010
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.201000492

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Inactivated dienes containing a cycloalkenyl moiety with aryl halides were used in a palladium‐catalyzed reaction to give different kinds of rare, fused isoindolinone heterocyclic compounds through highly regioselective C–C coupling/C–H functionalization in a one‐step domino reaction. Different dienes and aryl halides were shown to be very active in this reaction. Substituents on the aryl halides were ethoxycarbonyl, methoxycarbonyl, sulfonyl, formacyl, keto, cyano,acetyl, and naphthalene. The C–H functionalization and allyl isomerization occurred simultaneously when 1‐iodobenzene or aryl halides were treated with substrates having allylmoieties on the protecting group. The generality of this process makes the reaction highly valuable due to the synthetic and medicinal importance of these kinds of fused heterocycles.

📜 SIMILAR VOLUMES

ChemInform Abstract: Palladium(II)-Catal

ChemInform Abstract: Palladium(II)-Catalyzed C—H Activation/C—C Cross-Coupling Reactions: Versatility and Practicality

✍ Xiao Chen; Keary M. Engle; Dong-Hui Wang; Jin-Quan Yu 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 15 KB 👁 2 views

ChemInform Abstract: Zipper-Mode Double

ChemInform Abstract: Zipper-Mode Double C—H Activation: Palladium-Catalyzed Direct Construction of Highly Fused Heterocyclic Systems.

✍ Hiroaki Ohno; Mutsumi Iuchi; Nobutaka Fujii; Tetsuaki Tanaka 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 46 KB 👁 2 views

ChemInform Abstract: Palladium-Catalyzed

ChemInform Abstract: Palladium-Catalyzed Intramolecular C—H Activation/C—C Bond Formation: A Straightforward Synthesis of Phenanthridines.

✍ Jinsong Peng; Tonghui Chen; Chunxia Chen; Bin Li 📂 Article 📅 2012 🏛 John Wiley and Sons ⚖ 50 KB 👁 2 views

ChemInform Abstract: One-Pot Formation o

ChemInform Abstract: One-Pot Formation of C—C and C—N Bonds Through Palladium-Catalyzed Dual C—H Activation: Synthesis of Phenanthridinones.

✍ Guan-Wu Wang; Ting-Ting Yuan; Dan-Dan Li 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 71 KB 👁 2 views

ChemInform Abstract: Intramolecular Cycl

ChemInform Abstract: Intramolecular Cycloisomerization of Aryl-Substituted Alkylidenecyclopropanes via NHC Palladium-Catalyzed Cascade C—C Bond Cleavage/C—H Activation/C—C Bond Formation.

✍ Yewei Yang; Xian Huang 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 28 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

C–H activation and C–C coupling of 4-met

C–H activation and C–C coupling of 4-methylpyridine using palladium supported on nanoparticle alumina

✍ Luke M. Neal; Helena E. Hagelin-Weaver 📂 Article 📅 2008 🏛 Elsevier Science 🌐 English ⚖ 151 KB

The C-H activation and C-C coupling of 4-methyl pyridine to 4,4 -dimethyl-2,2 -bipyridine was studied over palladium catalysts supported on nanoparticle alumina [nano-Al 2 O 3 (+)]. Even though Pd/Al 2 O 3 catalysts are traditionally poor catalysts in this reaction, the Pd/nano-Al 2 O 3 (+) catalyst