SYNTHESIS diarylmercurials

The procedure described here serves to illustrate a new, general method for effecting the < -arylation of g-dicarbonyl compounds by means of an aryllead triacetate under very mild conditions. Although the first synthesis of an aryllead triacetate was reported relatively recently, a wide range of these compounds can now be readily prepared. The most direct route to these compounds is plumbation of an aromatic compound with lead tetraacetate, and in the procedure reported here p-methoxyphenyllead triacetate has been prepared in this way. It may also be obtained by reaction of the diarylmercury with lead tetraacetate, a longer, but more general method of synthesis of aryllead triacetates. 

In 1942, Nad and Kocheshkov1161 studied in detail the reaction of Pb(OOCMe)4 with diarylmercury in CHCI3 at room temperature. This appeared to be a useful method for the preparation of diaryldiacetoxyplumbane. In 1948, Nesmeyanov and coworkers1195,1196 used it for the synthesis of (ClCH=CH)2Pb(OOCMe)2. 

Synthesis of biaryls using diarylmercurials Preparation of 2-(2-thienyl) pyridine (231) [138/... 

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