One-Pot AgOAc-Mediated Synthesis of Polysubstituted Pyrroles from Primary Amines and Aldehydes: Application to the Total Synthesis of Purpurone
A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been s...
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| Published in | Organic letters Vol. 12; no. 18; pp. 4066 - 4069 |
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| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
17.09.2010
Amer Chemical Soc |
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| Online Access | Get full text |
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| Abstract | A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been successfully applied to the rapid synthesis of purpurone. |
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| AbstractList | A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been successfully applied to the rapid synthesis of purpurone. A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been successfully applied to the rapid synthesis of purpurone.A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been successfully applied to the rapid synthesis of purpurone. |
| Author | Li, Qingjiang Jia, Yanxing Fan, Aili Cui, Yuxin Lin, Wenhan Lu, Zhiyao |
| Author_xml | – sequence: 1 givenname: Qingjiang surname: Li fullname: Li, Qingjiang – sequence: 2 givenname: Aili surname: Fan fullname: Fan, Aili – sequence: 3 givenname: Zhiyao surname: Lu fullname: Lu, Zhiyao – sequence: 4 givenname: Yuxin surname: Cui fullname: Cui, Yuxin – sequence: 5 givenname: Wenhan surname: Lin fullname: Lin, Wenhan – sequence: 6 givenname: Yanxing surname: Jia fullname: Jia, Yanxing email: yxjia@bjmu.edu.cn |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/20734981$$D View this record in MEDLINE/PubMed |
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| Keywords | OXIDATION ENAMINE-ESTERS SEQUENTIAL REACTIONS EFFICIENT TOTAL-SYNTHESIS LEAD-TETRAACETATE ALPHA-ARYLATION C BOND FORMATION SUBSTITUTED PYRROLES DIRECT ANNULATION ALKALOIDS |
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| Snippet | A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first... |
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| SubjectTerms | Acetates - chemistry Aldehydes - chemistry Amines - chemistry Chemistry Chemistry, Organic Dimerization Heterocyclic Compounds, 4 or More Rings - chemical synthesis Molecular Structure Physical Sciences Pyrroles - chemical synthesis Science & Technology Silver Compounds - chemistry |
| Title | One-Pot AgOAc-Mediated Synthesis of Polysubstituted Pyrroles from Primary Amines and Aldehydes: Application to the Total Synthesis of Purpurone |
| URI | http://dx.doi.org/10.1021/ol101644g http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestApp=WOS&DestLinkType=FullRecord&UT=000281596800027 https://www.ncbi.nlm.nih.gov/pubmed/20734981 https://www.proquest.com/docview/754030159 |
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