Electrosynthesis of Natural Products, Fine Chemicals, and Pharmaceuticals

Little, R. Daniel

doi:10.1002/9783527610426.bard080011

Cited by 1 publication

(1 citation statement)

References 57 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Consequently, safer and greener techniques are desired, such as electrosynthetic approaches. , Electrochemical synthesis has recently experienced a renaissance, − advancing to a powerful tool recognized as an enabler of unique reactivities and for its immense potential for sustainable synthesis. ,, The activation of substrates occurs in general by addition or removal of electrons. Therefore, the generation of reagent waste is actively minimized while runaway reactions are prohibited since the reaction is solely driven by electric current which can be easily switched off. − The electrosynthetic applications range from the synthesis of fine chemicals, − to the valorization of biomass such as lignin. − …”

Section: Introductionmentioning

confidence: 99%

Direct Anodic Conversion of 4-Hydroxybenzaldehydes into Benzoquinones

Sprang

Klein

Waldvogel

2023

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

A novel electrosynthetic protocol for the direct conversion of easily accessible 4-hydroxybenzaldehydes into valuable benzoquinones is reported. The transformation is enabled through anodic oxidation and is performed in a reagent-free manner devoid of terminal oxidants and redox mediators to effectively minimize waste. Environmentally benign and inexpensive graphite serves as a metal-free anode material. A broad range of substituents, including halogens, are tolerated in this electrochemical protocol, and the quinones are selectively accessible in yields up to 99%. Furthermore, the compatibility with electrochemical flow synthesis is demonstrated. Moreover, the flow protocol is successfully applied to the biopolymer lignosulfonate and provides quinones in yields up to 7.6 wt%. A mechanistic proposal for this Dakin-type reaction is offered. The sustainability and synthetic utility are evaluated quantitatively and compared to established protocols by application of different green chemistry metrics.

show abstract