✦ LIBER ✦

An intramolecular N-arylation approach to 3-functionalized 4,9-dihydropyrrolo[2,1-b]quinazolines

✍ Scribed by Nisaraporn Suthiwangcharoen; Steven M. Pochini; Daniel P. Sweat; Chad E. Stephens

Publisher: Journal of Heterocyclic Chemistry
Year: 2011
Tongue: English
Weight: 94 KB
Volume: 48
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.534

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A series of 4,9‐dihydropyrrolo[2,1‐b]quinazolines containing electron withdrawing groups at the 3‐position have been prepared by the palladium‐catalyzed intramolecular N‐arylation of some 2‐aminopyrroles having a 2‐bromobenzyl group at the N‐1 position. Important for success of the reaction is the use of X‐phos, a biphenyl mono‐phosphine ligand, instead of xantphos, a more standard diphosphine ligand, and the use of t‐BuOH as reaction solvent. J. Heterocyclic Chem., (2011).

📜 SIMILAR VOLUMES

ChemInform Abstract: An Intramolecular N

ChemInform Abstract: An Intramolecular N-Arylation Approach to 3-Functionalized 4,9-Dihydropyrrolo[2,1-b]quinazolines.

✍ Nisaraporn Suthiwangcharoen; Steven M. Pochini; Daniel P. Sweat; Chad E. Stephen 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 31 KB

A Novel Entry into 1-Methyl- and 1-Aryl-

A Novel Entry into 1-Methyl- and 1-Aryl-octahydropyrrolo[3,4-b]pyrroles and Their N-1—C-2 Fused Derivatives: Stereoselective Synthesis via an Intramolecular Azomethine Ylide Cycloaddition Reaction.

✍ Mahalingam Poornachandran; Raghavachary Raghunathan 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 16 KB 👁 2 views

Intramolecular Diels—Alder Reaction of 4

Intramolecular Diels—Alder Reaction of 4-(N-Furfuryl)aminobut-1-enes. New Approach to the Synthesis of 6,8a-Epoxyoctahydroisoquinoline (3-Aza-11-oxatricyclo[6.2.1.01,6]undec-9-ene) Derivatives.

✍ F. I. Zubkov; E. V. Nikitina; K. F. Turchin; A. A. Safronova; R. S. Borisov; A. 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 185 KB 👁 2 views

ChemInform Abstract: A New Approach to t

ChemInform Abstract: A New Approach to the Synthesis of Functionalized Pyrido[2,3-b]indoles by Way of a Palladium-Catalyzed Ring Closing Reaction Between the N-1 and C-9a Positions.

✍ A. ABOUABDELLAH; R. H. DODD 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

ChemInform Abstract: Heterocyclization o

ChemInform Abstract: Heterocyclization of Functionalized Heterocumulenes with C,N-, C,O-, and C,S-Binucleophiles. Part 9. Reaction of 1-Aryl-1-chloro-2,2,2-trifluoroethyl Isocyanates with Sulfanylacetic Acid Esters as a Convenient Synthetic Route to 2-Aryl-2-trifluoromethyl-4-oxo-1,3-thiazolidine-5-carboxylates.

✍ M. V. Vovk; P. S. Lebed; V. V. Polovinko; O. V. Manoilenko 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views