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. Stephens

doi:10.1002/jhet.534

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. Stephens

Chemistry and Physics

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

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.

Original language	English (US)
Pages (from-to)	706-709
Number of pages	4
Journal	Journal of Heterocyclic Chemistry
Volume	48
Issue number	3
DOIs	https://doi.org/10.1002/jhet.534
State	Published - May 2011

ASJC Scopus subject areas

Organic Chemistry

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AU - Sweat, Daniel P.

AU - Stephens, Chad E.

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N2 - 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.

AB - 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.

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

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