Efficient Method for the Synthesis of Hetarenoindanones Based on 3-Arylhetarenes and Their Conversion into Hetarenoindenes

A series of hetarenoindanones have been prepared by direct double metalation of the appropriate 3-phenylhetarene with butyllithium in the presence of TMEDA followed by treatment of the resulting dilithium compound with ethyl N,N-dimethylcarbamate. All hetarenoindanones were reduced according to Wolff−Kishner by hydrazine in the presence of ΚOH to the corresponding hetarenoindenes.