Allan-Robinson reaction
Encyclopedia
The Allan-Robinson reaction is the chemical reaction
of o-hydroxyaryl ketone
s with aromatic anhydrides to form flavones (or isoflavone
s).
Note that if aliphatic anhydrides are used, coumarin
s can also be formed. (See Kostanecki acylation
)
Chemical reaction
A chemical reaction is a process that leads to the transformation of one set of chemical substances to another. Chemical reactions can be either spontaneous, requiring no input of energy, or non-spontaneous, typically following the input of some type of energy, such as heat, light or electricity...
of o-hydroxyaryl ketone
Ketone
In organic chemistry, a ketone is an organic compound with the structure RCR', where R and R' can be a variety of atoms and groups of atoms. It features a carbonyl group bonded to two other carbon atoms. Many ketones are known and many are of great importance in industry and in biology...
s with aromatic anhydrides to form flavones (or isoflavone
Isoflavone
Isoflavones comprise a class of organic compounds, often naturally occurring, related to the isoflavonoids. Many act as phytoestrogens in mammals...
s).
Note that if aliphatic anhydrides are used, coumarin
Coumarin
Coumarin is a fragrant chemical compound in the benzopyrone chemical class, found in many plants, notably in high concentration in the tonka bean , vanilla grass , sweet woodruff , mullein , sweet grass , cassia cinnamon and sweet clover...
s can also be formed. (See Kostanecki acylation
Kostanecki acylation
The Kostanecki acylation is a method used in organic synthesis to form chromones or coumarins by acylation of o-hydroxyaryl ketones with aliphatic acid anhydrides, followed by cyclization:-Mechanism:...
)
Mechanism
See also
- Baker-Venkataraman rearrangementBaker-Venkataraman rearrangementThe Baker–Venkataraman rearrangement is the chemical reaction of 2-acetoxyacetophenones with base to form 1,3-diketones.This rearrangement reaction proceeds via enolate formation followed by acyl transfer...
- Kostanecki acylationKostanecki acylationThe Kostanecki acylation is a method used in organic synthesis to form chromones or coumarins by acylation of o-hydroxyaryl ketones with aliphatic acid anhydrides, followed by cyclization:-Mechanism:...
- Robert Robinson (organic chemist)