Investigating the effectiveness of classical and eco-friendly approaches for synthesis of dialdehydes from organic dihalides

• Main Authors: Faisal Muhammad, Ahmed Mukhtiar, Hussain Sarwat, Larik Fayaz Ali, Saeed Aamer
• Format: Article
• Language: English
• Published: De Gruyter 2019-01-01
• Series: Green Processing and Synthesis
• Subjects: aldehydes; ketones; oxidation; green synthesis; ionic liquid
• Online Access: https://doi.org/10.1515/gps-2019-0034

Monoaldehydes and dialdehydes are parts of millions of compounds and are extremely versatile intermediates. For the synthesis of monoaldehydes, one impressive approach to date, because of its excellent selectivity, high yield and stability towards over-oxidation and over-reduction, is the oxidation of organic monohalides. Numerous monohalides oxidation based methodologies to afford monoaldehydes are disclosed in literature. In this research work, twelve well-known approaches (well-documented for synthesis of monoaldehydes from monohalides) are investigated for their effectiveness towards synthesis of organic dialdehydes from organic dihalides. The classical approaches under investigation include modified Sommelet oxidation, Kröhnke oxidation, sodium periodate-mediated oxidative protocol, manganese dioxide-based oxidative approach, Kornblum oxidation and Hass-Bender oxidation. The eco-friendly approaches under observation include periodic acid-based IL protocol, periodic acid in vanadium pentoxide-mediated IL method, hydrogen peroxide in vanadium pentoxide-based approach, hydrogen peroxide-mediated IL methodology, IBX-assisted IL protocol and bismuth nitrate-promoted IL technique. In this investigation yield, overoxidation, eco-friendliness, cost-effectiveness and recyclability are the main parameters which are under examination. Hopefully, this research will help chemists in carrying out routine operations in organic synthesis and will also be fruitful to select finest synthetic approach, develop further new transformational methodologies and improve current transformational approaches for the synthesis of dialdehydes.