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Synthesis 2017; 49(09): 2045-2056
DOI: 10.1055/s-0036-1589479
DOI: 10.1055/s-0036-1589479
paper
Copper Triflate Mediated α-Monohalogenation of α-Diazo β-Ketosulfones with Ammonium Halides
Further Information
Publication History
Received: 30 November 2016
Accepted after revision: 28 December 2016
Publication Date:
24 January 2017 (online)
Abstract
Copper triflate mediated α-monohalogenation of α-diazo β-ketosulfones with ammonium halides provides the corresponding α-halo β-ketosulfones. Different metal triflates are investigated for this facile and efficient transformation. A plausible mechanism is proposed.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1589479.
- Supporting Information
-
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For reviews on the diazo compounds, see:
Selected recent examples on the metal-mediated reactions of diazo compounds follow. For CoIII, see:
For PdII, see:
For IrIII, see:
For PdII/CrIII, see:
For FeI, see:
For YIII, see:
For CuII, see:
For aziridination, see:
For rearrangement, see:
For cyclopropanation, see:
For C–H bond insertion, see:
For O–H bond insertion, see:
For N–H bond insertion, see:
For S–H bond insertion, see:
For Bi(OTf)3, see:
For selected examples on the synthesis of α-diazo β-ketosulfones, see:
For selected examples on the synthesis of α-fluoro β-ketosulfones, see:
For selected examples on the synthesis of α-chloro β-ketosulfones, see:
For selected examples on the synthesis of α-bromo β-ketosulfones, see:
For selected examples on the synthesis of α-iodo β-ketosulfones, see:
For Cu(OTf)2-mediated multicomponent reactions, see:
For Cu(OTf)2-mediated Michael-type additions, see:
For Cu(OTf)2-mediated cyclizations, see: