Issue 48, 2021

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

Abstract

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.

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

Article information

Article type
Review Article
Submitted
30 Sep. 2021
Accepted
16 Nov. 2021
First published
16 Nov. 2021

Org. Biomol. Chem., 2021,19, 10472-10492

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

S. Suárez-Pantiga and R. Sanz, Org. Biomol. Chem., 2021, 19, 10472 DOI: 10.1039/D1OB01939B

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