Tandem Cu-Catalyzed Ketenimines formation and Intramolecular Nucleophile Capture: Synthesis of 1,2-dihydro-2-Iminoquinolines from 1-(o-acetamidophenyl)-Propargyl Alcohols
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
kumar, G R
Kumar, Y K Kant, Ruchir Reddy, M S |
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| Date |
2014-08-25T05:26:42Z
2014-08-25T05:26:42Z 2014 |
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| Identifier |
Beilstein Journa of Organic Chemistry, 2014, 10, 1255–1260
http://hdl.handle.net/123456789/1374 |
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| Description |
The copper catalyzed ketenimine formation reaction of 1-(o-acetamidophenyl)-propargyl alcohols with various sulfonyl azides is found to undergo a concomitant intramolecular nucleophile attack to generate 1,2-dihydro-2-iminoquinolines after aromatization (via elimination of acetyl and hydroxyl groups) and tautomerization. The reaction produces 4-substituted and 3,4-unsubstituted title compounds in moderate to good yields under mild reaction conditions.
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222299 bytes
application/pdf |
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| Language |
en
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| Relation |
CSIR-CDRI Communication No. 8678
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| Subject |
Alkyne
Azide Cycloaddition Cyclization Quinoline |
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| Title |
Tandem Cu-Catalyzed Ketenimines formation and Intramolecular Nucleophile Capture: Synthesis of 1,2-dihydro-2-Iminoquinolines from 1-(o-acetamidophenyl)-Propargyl Alcohols
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Article
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