Allan-Robinson synthesis

Flavonoids are a class of widely distributed naturally occurring phenolic compounds, the most abundant being the flavones. Members of this class display a wide variety of phannacological activities and have been useful in the treatment of various diseases. Flavones have been prepared by a variety of methods such as Allan-Robinson synthesis and synthesis from hydroxychalcones via an intramolecular Wittig strategy. The most popular approach, however, involves the Baker-... 

This reaction was first reported by Allan and Robinson in 1924. It is the synthesis of fiavones or isoflavones derivatives by means of the condensation between o-hydroxyaryl ketones and an anhydride of aromatic acid in the presence of the sodium salt of corresponding acid in the anhydride. Thus this reaction is known as the Allan-Robinson condensation, Allan-Robinson s flavone synthesis, Allan-Robinson reaction, and Allan-Robinson synthesis. ... 

Although the literature refers to the formation of chromones/coumarins as the Kostanecki reaction (and often the Kostanecki-Robinson reaction) and the synthesis of flavones as the Allan-Robinson reaction, others have chosen to merge the two reactions and refer to both transformations as the Kostanecki-Robinson reaction. This section will follow the latter school of thought, and use the Kostanecki-Robinson (K-R) nomenclature. 

This reaction is related to the Auwers Synthesis, Baker-Ollis Reaction, Kostanecki-Robinson Reaction dcnd Allan-Robinson Annulation. 

This reaction is closely related to the Baker-Venkataraman Rearrangement and Kostanecki-Robinson Reaction. Regarding the synthesis of flavone derivatives, the Allan-Robinson condensation is also related to the Algar-Flyn-Oyamada (AFO) Reaction and Auwers Synthesis. 

Gripenberg in The Chemistry ofFlavonoid Compounds, Geissman, Ed. (New York, 1962) p 410. Mechanistic studies K. Bowden, M. Chehel-Amiran, J. Chem. Soc. Perkin Trans. II 1986, 2039. Synthetic applications P. K. Jain etal, Synthesis 1982, 221 J. Zhu etal., Chem. Commun. 1988,1549 A. V. Kalinin et al, Tetrahedron Letters 39,4995 (1998) D. C. G. Pinto et al, New J. Chem. 24, 85 (2000). Cf. Allan-Robinson Reaction Kostanecki Acylation. 

ROBINSON - ALLAN - KOSTANECKI Chromone Synthesis Synthesis of chromones or coumannes from o acyioxy aromatic ketones... 

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