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Synthesis of Functionalized Pyrazoles via 1,3‐Dipolar Cycloaddition of α ‐Diazo ‐β ‐ketophosphonates, Sufones and Esters with Electron‐Deficient Alkenes
Author(s) -
Baiju T. V.,
Namboothiri Irishi N. N.
Publication year - 2017
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201600141
Subject(s) - cycloaddition , diazo , chemistry , reagent , pyrazole , 1,3 dipolar cycloaddition , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis
1,3‐Dipolar cycloaddition of diazo compounds with olefinic substrates is a promising atom‐economic strategy for the construction of functionalized pyrazoles. Over the last few years, our group has been engaged in the synthesis of phosphonyl/sulfonylpyrazoles and pyrazole esters by employing Bestmann‐Ohira Reagent (BOR) and its sulfur and ester analogs as 1,3‐dipole precursors with various dipolarophiles. This account describes the novel synthetic methods developed in our laboratory, in the perspective of closely related work by others, for the synthesis of phosphonyl/sulfonylpyrazoles, pyrazole esters and the total synthesis of Withasomnine, a natural product, by using 1,3‐dipolar cycloaddition as the key step.