期刊
TETRAHEDRON
卷 70, 期 34, 页码 5214-5220出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.05.095
关键词
Bestmann-Ohira reagent; Dipolar cycloaddition; Ynones; Phosphonyl pyrazole
资金
- Council of Scientific and Industrial Research, New Delhi
- CSIR-Network project (CSIR-CDRI-THUNDER) [BSC0102]
The present work explores the hitherto unexplored reactivity of ynones as dipolarophiles with Bestmann-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. (C) 2014 Elsevier Ltd. All rights reserved.
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