Related Experiment Video
Updated: Aug 30, 2025

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
A Convenient, Rapid, Conventional Heating Route to MIDA Boronates.
Andrew McGown1, Anthony K Edmonds1, Daniel Guest1
1Department of Chemistry, School of Life Sciences, University of Sussex, Brighton BN1 9QJ, UK.
A conventional sealed heating reactor efficiently synthesized over 20 N-methyliminodiacetic acid (MIDA) boronates in just 10 minutes. This method offers a cost-effective and eco-friendly alternative to microwave synthesis, reducing energy and solvent waste.
Area of Science:
- Organic synthesis
- Medicinal chemistry
- Chemical engineering
Background:
- Microwave reactors are commonly used for rapid organic synthesis.
- Developing efficient and cost-effective synthetic methods is crucial for chemical library generation.
- N-methyliminodiacetic acid (MIDA) boronates are valuable building blocks in organic chemistry.
Purpose of the Study:
- To evaluate a conventional sealed heating reactor as an alternative to microwave reactors for MIDA boronate synthesis.
- To assess the efficiency, cost-effectiveness, and environmental impact of the proposed method.
- To synthesize a diverse library of MIDA boronates.
Main Methods:
- Utilized a conventional, sealed heating reactor for the synthesis.
- Employed a rapid reaction time of 10 minutes.
- Performed minimal work-up procedures.
Main Results:
- Successfully synthesized a library of over 20 MIDA boronates.
- Demonstrated reaction times of only 10 minutes.
- Achieved minimal solvent usage and reduced energy consumption.
- The conventional reactor proved to be a viable and cost-effective alternative.
Conclusions:
- Conventional sealed heating reactors are effective for MIDA boronate library synthesis.
- This method offers significant advantages in terms of speed, cost, and sustainability.
- The approach provides a practical alternative to microwave-assisted synthesis for generating chemical libraries.
More Related Videos
Related Concept Videos
Hydroboration-Oxidation of Alkenes
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Preparation of Alcohols via Addition Reactions
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...
Regioselectivity and Stereochemistry of Hydroboration
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
Cycloaddition Reactions: MO Requirements for Thermal Activation
Radical Substitution: Allylic Bromination

