goto contents


Mirza Arfan Yawer

Synthesis of Functionalized 6-(Pyridyl)salicylates, Bis(benzophenones), Chlorinated 6H-Benzo[c]chromen-6-ones, 9H-Fluoren-9-ones, Isobenzomorphans and Dibenzo[b,d]pyrid-6-ones based on New Cyclocondensations of 1,3-Bis(silyloxy)-1,3-butadienes

Universität Rostock, 2008

https://doi.org/10.18453/rosdok_id00000349

Abstract: 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.

doctoral thesis   free access    


Portals

OPACGVKDataCite Search

Rights

all rights reserved

This work may only be used under the terms of the German Copyright Law (Urheberrechtsgesetz).