Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles

Julin Gong; Kun Hu; Yetong Zhang; Yinlin Shao; Tianxing Cheng; Maolin Hu; Jiuxi Chen

doi:10.3390/molecules24030463

Molecules (Jan 2019)

Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles

Julin Gong,
Kun Hu,
Yetong Zhang,
Yinlin Shao,
Tianxing Cheng,
Maolin Hu,
Jiuxi Chen

Affiliations

Julin Gong: College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China
Kun Hu: College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China
Yetong Zhang: College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China
Yinlin Shao: College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China
Tianxing Cheng: College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China
Maolin Hu: College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China
Jiuxi Chen: College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China

DOI: https://doi.org/10.3390/molecules24030463
Journal volume & issue: Vol. 24, no. 3
p. 463

Abstract

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The first example of the palladium-catalyzed tandem addition/cyclization of 2-(benzylidenamino)benzonitriles with arylboronic acids has been developed. This transformation features good functional group tolerance and provides an alternative synthetic pathway to access 2,4-diarylquinazolines in moderate to good yields. A plausible mechanism for the formation of 2,4-diarylquinazolines involving sequential nucleophilic addition followed by an intramolecular cyclization is proposed.

Published in Molecules

ISSN: 1420-3049 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.mdpi.com/journal/molecules

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