Synthesis of 3-Carbonyl Pyrazole-5-Phosphonates via 1,3-Dipolar Cycloaddition of Bestman-Ohira Reagent with Ynones
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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Creator |
Pramanik, M M D
Kant, Ruchir Rastogi, Namrata |
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Date |
2014-09-05T10:06:01Z
2014-09-05T10:06:01Z 2014 |
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Identifier |
Tetrahedron, 2014, 70(34): 5214–5220
http://hdl.handle.net/123456789/1391 |
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Description |
The present work explores the hitherto unexplored reactivity of ynones as dipolarophiles with Bestman Ohira reagent. The reaction offers a convenient route for the synthesis of regioisomerically pure 3,5-disubstituted or 3,4,5-trisubstituted pyrazoles in excellent yields. However, di-ynones and molecules possessing both ynone and enone functionalities provide only monocycloaddition products, whereas another multiple bond undergoes Michael addition with the methoxide anion.
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Format |
249978 bytes
application/pdf |
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Language |
en
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Relation |
CDRI Communication No. 8707
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Subject |
Bestmann–Ohira reagent
Dipolar cycloaddition Ynones Phosphonyl pyrazole |
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Title |
Synthesis of 3-Carbonyl Pyrazole-5-Phosphonates via 1,3-Dipolar Cycloaddition of Bestman-Ohira Reagent with Ynones
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Type |
Article
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