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Title: Synthesis of 3-Carbonyl Pyrazole-5-Phosphonates via 1,3-Dipolar Cycloaddition of Bestman-Ohira Reagent with Ynones
Authors: Pramanik, M M D
Kant, Ruchir
Rastogi, Namrata
Keywords: Bestmann–Ohira reagent;Dipolar cycloaddition;Ynones;Phosphonyl pyrazole
Issue Date: 2014
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.
Other Identifiers: Tetrahedron, 2014, 70(34): 5214–5220
Appears in Collections:Medicinal and Process Chemistry

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