171669-71-9Relevant articles and documents
Domino Oxidative [Pd]-Catalysis: One-Pot Synthesis of Fluorenones Starting from Simple Benzylamines and Iodo Arenes
Ravi Kumar, Devarapalli,Satyanarayana, Gedu
, p. 5894 - 5897 (2015)
A domino [Pd]-catalysis for the efficient synthesis of fluorenones is presented. The overall reaction proceeds through the formation of a five membered Pd(II)-cycle via a highly regioselective ortho C(sp2)-H activation(s) of simple benzylamine that combines with external iodo arenes to give ortho arylated products. Significantly, the reaction further activates the C(sp3)-H and C(sp2)-H (intramolecular oxidative Heck coupling) bonds to give tricyclic imine systems. Then the usual water workup affords the fused tricyclic ketones (fluorenones). Remarkably, this one-pot operation enabled the effective construction of two C-C to three C-C bonds
Synthesis of biaryls, fluorenones, cyclopenta[def]phenanthren-4-ones, and benzophenones based on formal [3+3] cyclocondensations of 1,3-bis(silyloxy)buta- 1,3-dienes with 3-(silyloxy)-2-en-1-ones
Reim, Stefanie,Lau, Matthias,Adeel, Muhammad,Hussain, Ibrar,Yawer, Mirza A.,Riahi, Abdolmajid,Ahmed, Zafar,Fischer, Christine,Reinke, Helmut,Langer, Peter
experimental part, p. 445 - 463 (2009/07/25)
Functionalized fluorenones were efficiently prepared in four steps. The [3+3] cyclization of 1,3-bis(silyloxy)buta-1,3- dienes with 3-(silyloxy)-2-en-1- ones afforded salicylates that were transformed into their enol triflates. The Suzuki cross-coupling r