Synthesis of 3,4-benzo-7-hydroxy-2,9-diazabicyclo[3.3.1]non-7-enes by cyclization of 1,3-bis(silyl enol ethers) with quinazolines |
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Authors: | Karapetyan Vahuni Mkrtchyan Satenik Schmidt Andreas Gütlein Jörg-Peter Villinger Alexander Reinke Helmut Jiao Haijun Fischer Christine Langer Peter |
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Affiliation: | Institut für Chemie, Universit?t Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany. |
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Abstract: | A variety of functionalized 3,4-benzo-7-hydroxy-2,9-diazabicyclo[3.3.1]non-7-enes were prepared by one-pot cyclizations of 1,3-bis(silyl enol ethers) with quinazolines. The mechanism of the cyclization was studied by B3LYP/6-31G(d) density functional theory computations. The products could be functionalized by Suzuki cross-coupling reactions. The reaction of 1,3-bis(silyl enol ethers) with phthalazine afforded open-chain rather than cyclization products. |
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