84213-08-1Relevant academic research and scientific papers
An Investigation into the Regioselectivity of the Acid Catalysed Claisen Rearrangement of Methyl 4- and 5-Allyloxy-2-hydroxybenzoate and Derivatives
Harwood, Laurence M.
, p. 530 - 532 (2007/10/02)
The observed products from the acid catalysed Claisen rearrangement of the methyl esters (1c-g) indicate that, unlike the thermal reaction, regiochemical control is independent of internal hydrogen bonding.
Trifluoroacetic Acid Catalysed Claisen Rearrangement of 5-Allyloxy-2-hydroxybenzoic Acid and Esters: an Efficient Synthesis of (+/-)-Mellein
Harwood, Laurence M.
, p. 1120 - 1122 (2007/10/02)
5-Allyloxy-2-hydroxybenzoic acid (1a) and the esters (1b - f) in refluxing trifluoroacetic acid are smoothly converted into 3,4-dihydro-5,8-dihydroxy-3-methylisocoumarin (3) and the corresponding 4-alkoxycarbonyl-2,3-dihydro-5-hydroxy-2-methylbenzofurans (4a - f) via regioselective Claisen rearrangement to the 6-position of the aromatic nucleus with subsequent acid catalysed cyclisation.
