Unexpected Copper-Catalyzed Cascade Synthesis of Quinazoline Derivatives
The first example of a copper-catalyzed cascade reaction of (2-aminophenyl)methanols with aldehydes using the combination of cerium nitrate hexahydrate and ammonium chloride has been developed, leading to a wide range of 2-substituted quinazolines in moderate to excellent yields. The efficiency of t...
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| Published in | Journal of organic chemistry Vol. 78; no. 22; pp. 11342 - 11348 |
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| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
15.11.2013
Amer Chemical Soc |
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| Online Access | Get full text |
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| Abstract | The first example of a copper-catalyzed cascade reaction of (2-aminophenyl)methanols with aldehydes using the combination of cerium nitrate hexahydrate and ammonium chloride has been developed, leading to a wide range of 2-substituted quinazolines in moderate to excellent yields. The efficiency of this transformation was demonstrated by compatibility with a wide range of functional groups. Thus, the method represents a convenient and practical strategy for synthesis of 2-substituted quinazoline derivatives. |
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| AbstractList | The first example of a copper-catalyzed cascade reaction of (2-aminophenyl)methanols with aldehydes using the combination of cerium nitrate hexahydrate and ammonium chloride has been developed, leading to a wide range of 2-substituted quinazolines in moderate to excellent yields. The efficiency of this transformation was demonstrated by compatibility with a wide range of functional groups. Thus, the method represents a convenient and practical strategy for synthesis of 2-substituted quinazoline derivatives. The first example of a copper-catalyzed cascade reaction of (2-aminophenyl)methanols with aldehydes using the combination of cerium nitrate hexahydrate and ammonium chloride has been developed, leading to a wide range of 2-substituted quinazolines in moderate to excellent yields. The efficiency of this transformation was demonstrated by compatibility with a wide range of functional groups. Thus, the method represents a convenient and practical strategy for synthesis of 2-substituted quinazoline derivatives.The first example of a copper-catalyzed cascade reaction of (2-aminophenyl)methanols with aldehydes using the combination of cerium nitrate hexahydrate and ammonium chloride has been developed, leading to a wide range of 2-substituted quinazolines in moderate to excellent yields. The efficiency of this transformation was demonstrated by compatibility with a wide range of functional groups. Thus, the method represents a convenient and practical strategy for synthesis of 2-substituted quinazoline derivatives. |
| Author | Liu, Miaochang Ding, Jinchang Wu, Huayue Chen, Jiuxi Chen, Zhongyan Gao, Wenxia Huang, Xiaobo |
| AuthorAffiliation | College of Chemistry and Materials Engineering Wenzhou University |
| AuthorAffiliation_xml | – name: Wenzhou University – name: College of Chemistry and Materials Engineering |
| Author_xml | – sequence: 1 givenname: Zhongyan surname: Chen fullname: Chen, Zhongyan – sequence: 2 givenname: Jiuxi surname: Chen fullname: Chen, Jiuxi email: jiuxichen@wzu.edu.cn – sequence: 3 givenname: Miaochang surname: Liu fullname: Liu, Miaochang – sequence: 4 givenname: Jinchang surname: Ding fullname: Ding, Jinchang – sequence: 5 givenname: Wenxia surname: Gao fullname: Gao, Wenxia – sequence: 6 givenname: Xiaobo surname: Huang fullname: Huang, Xiaobo – sequence: 7 givenname: Huayue surname: Wu fullname: Wu, Huayue email: jiuxichen@wzu.edu.cn |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/24134489$$D View this record in MEDLINE/PubMed |
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| Keywords | SYSTEM LAPATINIB NITROARENES DESIGN 2-SUBSTITUTED QUINAZOLINES BIOLOGICAL EVALUATION RECEPTOR INHIBITORS DISCOVERY WATER |
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| Snippet | The first example of a copper-catalyzed cascade reaction of (2-aminophenyl)methanols with aldehydes using the combination of cerium nitrate hexahydrate and... |
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| SubjectTerms | aldehydes ammonium chloride Catalysis cerium chemical reactions Chemistry Chemistry, Organic Copper - chemistry moieties Molecular Structure nitrates organic chemistry Physical Sciences Quinazolines - chemical synthesis Quinazolines - chemistry Science & Technology |
| Title | Unexpected Copper-Catalyzed Cascade Synthesis of Quinazoline Derivatives |
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