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

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 u...

Full description

Saved in:
Bibliographic Details
Published inJournal of heterocyclic chemistry Vol. 48; no. 3; pp. 706 - 709
Main Authors Suthiwangcharoen, Nisaraporn, Pochini, Steven M., Sweat, Daniel P., Stephens, Chad E.
Format Journal Article
LanguageEnglish
Published Hoboken, USA John Wiley & Sons, Inc 01.05.2011
Wiley
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HALIDES
AMIDATION
DEOXYVASICINONE
PHOSPHINES
PD-CATALYZED AMINATION
Online AccessGet full text

Cover

More Information
Summary: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).
Bibliography:ArticleID:JHET534
ark:/67375/WNG-HP52F0HD-6
istex:B71EEA0042E5358B68827040BE34F660B7C4EC50
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.534