Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles
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 moder...
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MDPI AG
2019-01-01
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Online Access: | https://www.mdpi.com/1420-3049/24/3/463 |
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author | Julin Gong Kun Hu Yetong Zhang Yinlin Shao Tianxing Cheng Maolin Hu Jiuxi Chen |
author_facet | Julin Gong Kun Hu Yetong Zhang Yinlin Shao Tianxing Cheng Maolin Hu Jiuxi Chen |
author_sort | Julin Gong |
collection | DOAJ |
description | 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. |
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institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-11T23:01:18Z |
publishDate | 2019-01-01 |
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spelling | doaj.art-f72b04416db44e12aa4d00d1776f1c2b2022-12-22T00:47:03ZengMDPI AGMolecules1420-30492019-01-0124346310.3390/molecules24030463molecules24030463Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of NitrilesJulin Gong0Kun Hu1Yetong Zhang2Yinlin Shao3Tianxing Cheng4Maolin Hu5Jiuxi Chen6College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, ChinaCollege of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, ChinaCollege of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, ChinaCollege of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, ChinaCollege of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, ChinaCollege of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, ChinaCollege of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, ChinaThe 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.https://www.mdpi.com/1420-3049/24/3/463palladium-catalyzedtandem reactionnitrilecarbopalladationquinazoline |
spellingShingle | Julin Gong Kun Hu Yetong Zhang Yinlin Shao Tianxing Cheng Maolin Hu Jiuxi Chen Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles Molecules palladium-catalyzed tandem reaction nitrile carbopalladation quinazoline |
title | Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles |
title_full | Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles |
title_fullStr | Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles |
title_full_unstemmed | Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles |
title_short | Efficient Tandem Addition/Cyclization for Access to 2,4-Diarylquinazolines via Catalytic Carbopalladation of Nitriles |
title_sort | efficient tandem addition cyclization for access to 2 4 diarylquinazolines via catalytic carbopalladation of nitriles |
topic | palladium-catalyzed tandem reaction nitrile carbopalladation quinazoline |
url | https://www.mdpi.com/1420-3049/24/3/463 |
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