Atom-economical group-transfer reactions with hypervalent iodine compounds
Andreas Boelke1, Peter Finkbeiner1, Boris J Nachtsheim1
1Institute for Organic and Analytical Chemistry, University of Bremen, 28359 Bremen, Germany.
Beilstein Journal of Organic Chemistry
|July 7, 2018
Summary
This review summarizes new methods using aryl iodide waste from hypervalent iodine reagents. These approaches transform waste into valuable reagents for efficient, one-step synthesis of complex molecules.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Green Chemistry
Background:
- Hypervalent iodine compounds, especially aryl-λ³-iodanes, are effective electrophilic group-transfer reagents.
- Their use generates stoichiometric aryl iodide waste, reducing atom efficiency and complicating purification.
Purpose of the Study:
- To review recent methods that utilize aryl iodide waste.
- To highlight the transformation of waste into valuable reagents for cascade reactions.
Main Methods:
- Focuses on literature review of novel synthetic strategies.
- Emphasizes cascade transformations involving aryl iodide byproducts.
Main Results:
- Demonstrates the successful conversion of aryl iodide waste into useful reagents.
- Achieves the synthesis of multiply substituted products in a single step.
- Significantly improves the overall atom efficiency of the transformations.
Conclusions:
- New methods effectively repurpose aryl iodide waste from hypervalent iodine chemistry.
- These strategies enable highly atom-efficient, one-pot synthesis of complex molecules.
Related Concept Videos
The Atomic Theory of Matter
129.1K
The earliest recorded discussion of the basic structure of matter comes from ancient Greek philosophers. Leucippus and Democritus argued that all matter was composed of small, finite particles that they called atomos, meaning “indivisible.” Later, Aristotle and others came to the conclusion that matter consisted of various combinations of the four “elements” — fire, earth, air, and water — and could be infinitely divided. Interestingly, these philosophers...
129.1K
Energy Transfer in Chemical Reactions
12.0K
Chemical reactions require sufficient energy to cause the matter to collide with enough precision and force that old chemical bonds can be broken and new ones formed. In general, kinetic energy is the form of energy powering any type of matter in motion. Imagine a person building a brick wall. The energy it takes to lift and place one brick on top of another is the kinetic energy—the energy matter possesses because of its motion. Once the wall is in place, it stores potential energy.
12.0K
Molecules and Compounds
68.9K
Atoms and Molecules
68.9K
Oxidation-Reduction Reactions
75.8K
Oxidation–Reduction Reactions
75.8K
Organic Compounds
57.5K
All living things are formed mostly of carbon compounds called organic compounds. The category of organic compounds includes both natural and synthetic compounds that contain carbon. Although a single, precise definition has yet to be identified by the chemistry community, most agree that a defining trait of organic molecules is the presence of carbon as the principal element, bonded to hydrogen and other carbon atoms. However, some carbon-containing compounds such as carbonates, cyanides, and...
57.5K
Atomic Structure
210.3K
Overview
210.3K


