Related Experiment Video
Updated: Aug 28, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.
Tahereh Nasiriani1, Siamak Javanbakht1, Mohammad Taghi Nazeri1
1Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard Street, Tehran, 1983969411, Iran.
Green chemistry accelerates organic reactions using water as a solvent. This review focuses on isocyanide-based multicomponent reactions (I-MCRs) in aqueous media for efficient heterocycle synthesis.
Area of Science:
- Green Chemistry
- Organic Synthesis
- Medicinal Chemistry
Background:
- Water is an effective green solvent for accelerating organic transformations, offering unique selectivity and reactivity.
- Multicomponent reactions (MCRs) are sustainable methods for rapid small-molecule library generation in aqueous media.
- Isocyanide-based multicomponent reactions (I-MCRs) are particularly valuable for synthesizing diverse heterocycles, crucial for drug design.
Purpose of the Study:
- To review recent progress in eco-friendly isocyanide-based multicomponent reactions (I-MCRs) for heterocycle construction.
- To highlight the advantages of performing I-MCRs in water and aqueous media.
- To provide a critical discussion of I-MCRs in aqueous media from 2000-2021.
Main Methods:
- Literature review focusing on isocyanide-based multicomponent reactions (I-MCRs) conducted in water and aqueous media.
- Analysis of reaction acceleration, selectivity, and efficiency in aqueous conditions.
- Discussion of the environmental benefits and synthetic advantages of these green methods.
Main Results:
- I-MCRs in water offer mild, environmentally friendly, and easily controlled reaction conditions.
- Aqueous I-MCRs lead to reduced workup, purification, and extraction steps, aligning with green chemistry principles.
- Reaction acceleration in water is attributed to negative activation volumes associated with MCRs.
Conclusions:
- The combination of MCR strategy and aqueous phase reactions represents a growing interest for sustainable synthetic techniques.
- Eco-friendly I-MCRs in water are efficient for constructing vital heterocyclic scaffolds.
- This review provides valuable insights for organic and pharmaceutical chemists, encouraging further research in this field.
More Related Videos
Related Concept Videos
Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview
Aldehydes and Ketones with HCN: Cyanohydrin Formation Mechanism
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Cycloaddition Reactions: Overview
Preparation of Nitriles
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...

