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Deoxygenation reactions in organic synthesis catalyzed by dioxomolybdenum(vi) complexes

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 48, Pages 10472-10492

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ob01939b

Keywords

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Funding

  1. Ministerio de Ciencia e Innovacion [CTQ2016-75023-C2-1-P, PID2020-115789GB-C21]
  2. FEDER [CTQ2016-75023-C2-1-P, PID2020-115789GB-C21, BU291P18, BU049P20]
  3. Junta de Castilla y Leon [BU291P18, BU049P20]
  4. la Caixa Foundation [LCF/PR/PR18/51130007>(CAIXA-UBU001)]

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Dioxomolybdenum complexes have shown great potential in deoxygenation reactions of various compounds, including sulfoxides, N-O bonds, and nitro functional groups.
Dioxomolybdenum(vi) complexes have been applied as efficient, inexpensive and benign catalysts to deoxygenation reactions of a diverse number of compounds in the last two decades. Dioxomolybdenum complexes have demonstrated wide applicability to the deoxygenation of sulfoxides into sulfides and reduction of N-O bonds. Even the challenging nitro functional group was efficiently deoxygenated, affording amines or diverse heterocycles after reductive cyclization reactions. More recently, carbon-based substrates like epoxides, alcohols and ketones have been successfully deoxygenated. Also, dioxomolybdenum complexes accomplished deoxydehydration (DODH) reactions of biomass-derived vicinal 1,2-diols, affording valuable alkenes. The choice of the catalytic systems and reductant is decisive to achieve the desired transformation. Commonly found reducing agents involved phosphorous-based compounds, silanes, molecular hydrogen, or even glycols and other alcohols.

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