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Yawer, Mirza Arfan
Rostock : Universität , 2008
https://doi.org/10.18453/rosdok_id00000349
http://purl.uni-rostock.de/rosdok/id00000349
Regioselective cyclocondensation reactions of 1,3-bis(silyl enol ethers) with different mono(silyl enol ethers) provide an elegant approach for the synthesis of various complex carba- and heterocycles from simple starting materials. 6-(Pyridyl)salicylates and biaryls are prepared based on [3+3] cyclocondensations of 1,3-bis(silyl enol ethers) and 1-aryl-1-silyloxy-1-en-3-ones. Subsequently, 2-methoxy- and 2-nitro-substituted biaryls are transformed into biaryl lactones and 6(5H)-phenanthridinones based on a lactonization and lactamization strategy, respectively. Furthermore, some of the biaryls are also converted to the respective fluorenones by Friedel–Crafts acylations. The cyclocondensation reaction of aryl-1,3-bis(silyl enol ethers) with 3-formylchromone yielded bis(benzophenones). In addition, functionalized 7,8-benzo-9-azabicyclo[3.3.1]nonan-3-ones (isobenzomorphanons) have been prepared by cyclocondensation of aryl-1.3-bis(silyl enol ethers) with isoquinolines.
Dissertation
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