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Updated: Apr 16, 2026

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
Published on: April 10, 2015
Ruthenium Catalyzed Divergent Reactivity of Acceptor-Acceptor DIPOL With Different Thioether Derivatives: Access to
Onkar S Bankar1, Chhabi Pal1, Bhavya Dhamyan1
1Department of Chemistry, Indian Institute of Science Education and Research (IISER) Pune, Pune, Maharashtra, India.
Abstract:
Unexplored reactivity of acceptor-acceptor type diazo pyrazolones (DIPOLs) has been effectively explored for the synthesis of novel bench-stable sulfonium ylides and alkoxy pyrazoles. Umpolung reactivity of DIPOL with α-arylthio ketones/esters has been successfully exploited under ruthenium catalysis to achieve oxa-[2,3]-sigmatropic rearrangement. Important feature of this protocol is the exploration of divergent reactivity of DIPOL towards different α-arylthio ketones/esters to access stable sulfonium ylides as well as alkoxy pyrazoles. The protocol has demonstrated a wide functional group tolerance, excellent chemo- and regio-selectivity, and efficient rearrangement involving the carbonyl motif. As an application, flow chemistry has been explored by using a coil reactor as well as continuous stir tank reactor for achieving the gram-scale synthesis.
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