A study of claisen rearrangements of (1,1-dimethyl-3-prop-2-prop-2-ynyloxy)-[4H]-1-benzopyran-4-one derivatives.
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Add time:07/17/2019 Source:sciencedirect.com
The Claisen rearrangements of 7-(1,1-dimethyl-3-prop-2-ynyloxy) derivatives of 7-hydroxy-8-methyl-3-phenyl-[4H]-1- benzopyran-4-one1 (1), 2,8-dimethyl-7-hydroxy-3-phenyl-[4H]-1-benzopyran-4-one1 (5), 8-(prop-2-enyl)-7- hydroxy-3-phenyl-[4H]-1-benzopyran-4-one2 (8), 8-(1-phenyl-2-propenyl)-7-hydroxy-3-phenyl-[4H]-1-benzopyran-4- one3 (11) was carried out to furnish novel products 1,2,3,7-tetrahydro-1,1,3-trimethyl-6-phenylcyclopenta-(2,3-h) [2H, 7H]-benzopyran-2,7-dione (3), (7), and 2,2-dimethyl-7-phenyl-3-(prop-2-enyl)pyrano (2,3-h) (8H)-1-benzopyran-8-one (10) along with expected products (4) and (13). Probable mechanisms of the rearrangements are discussed.
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