Synthesis of pyrazole-fused polycyclic systems via intramolecular 1,3-dipolar cycloaddition reactions§
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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Creator |
Nayak, Maloy
Rastogi, Neeraj Batra, Sanjay |
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Date |
2014-04-07T06:35:08Z
2014-04-07T06:35:08Z 2013 |
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Identifier |
Tetrahedron, 2013, 69(24), 5029–5043
http://hdl.handle.net/123456789/1201 |
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Description |
Synthesis of a variety of pyrazole-fused systems starting from 4-iodopyrazolecarbaldehydes is described. The general strategy involves Suzuki coupling of 2-formyl aryl boronic acid with the 4-iodopyrazole derivatives generated from either Morita-Baylis-Hillman, Horner Wadsworth Emmons or Knoevenagel reactions followed by 1,3-dipolar cycloaddition reaction either by azomethine ylide or nitrile oxide. Interestingly, the cycloaddition reaction in substrates generated through Morita-Baylis-Hillman and Knoevenagel chemistries were diastereoselective for syn isomer. In contrast, the substrates prepared from Horner Wadsworth Emmons chemistry upon cycloaddition reactions afforded a mixture of syn and anti isomers in varying ratios
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576423 bytes
application/pdf |
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Language |
en
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Relation |
CSIR-CDRI Communication No. 8429
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Subject |
Pyrazole
Morita-Baylis-Hillman Horner Wordsworth Emmons Knoevenagel Cycloaddition |
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Title |
Synthesis of pyrazole-fused polycyclic systems via intramolecular 1,3-dipolar cycloaddition reactions§
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Type |
Article
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