ORGLIST:Improved Bischler-Napieralski reaction?

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From: samarium Steiner (neptunium$##$gmx.net)
Date: Wed Apr 02 2003 - 09:46:35 EST

Hello!

I'm looking for an improved Bischler-Napieralski reaction.
Normally, wenn POCl3 in MeCN is used, the reaction works well with
electron-rich aromatics such as dimethoxy-compounds. A monomethoxybenzene allready
works to a much lesser extent.
There's also a version, which uses additional P2O5 in the above conditions.

Is there any method available, which also works for electron-poor aromatic
nuclei, or at least for such as monoalkylbnezenes? Also a halo-aryl would be
fine.

Since the use of noble-metals has grown enormeously, I belive there is the
potential of success using them in a way.

I should also note that the use of an improved Pictet-Spengler reaction is
also welcome (but this rxn also uses electron-rich aromatics, if you don't use
the difficult-to-handle superacids)

Thanks a lot for your help!

samarium 

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