Synthesis of Functionalized Triarylmethanes based on Cyclocondensations of 1,3-Bis(silyloxy)-1,3-butadienes, One-Pot Synthesis of Functionalized Pyranones and Synthesis of Functionalized Indoles and Pyrroles based on Pd(0)-Catalyzed Reactions

10.18453/rosdok_id00000531 Ahmad, Rasheed Rasheed Ahmad http://d-nb.info/gnd/138996539 Synthesis of Functionalized Triarylmethanes based on Cyclocondensations of 1,3-Bis(silyloxy)-1,3-butadienes, One-Pot Synthesis of Functionalized Pyranones and Synthesis of Functionalized Indoles and Pyrroles based on Pd(0)-Catalyzed Reactions Universität Rostock 2009 540 Chemistry & allied sciences 2009 en http://purl.uni-rostock.de/rosdok/id00000531 urn:nbn:de:gbv:28-diss2009-0150-8 Dianions and masked dianions represent important building blocks for the regioselective formation of carbon-carbon bonds. 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-cycles from simple starting materials. A variety of functionalized and sterically encumbered triarylmethanes are prepared by combination of FeCl3-catalyzed benzylations of 1,3-diketones and formal [3+3] cyclocondensation reactions of mashed dianions. In this context, 4-methoxy-, 4-chloro and 4-fluoro-substituted triarylmethanes are prepared. Furthermore, dianions were converted to pyranones by reaction with functionalized benzaldehydes. Various pyranones were synthesized containing 3-bromo-, 4-methyl-, 4-phenyl-, 4-methoxy- and 4-hydoxy-substituted phenyl groups.