Convenient Novel Syntheses of 1,1-Bis(heteroaryl)alkanes

Article abstract of DOI:10.1021/jo00068a036

A variety of symmetrical 1,1-bis(heteroaryl)alkanes are prepared in excellent yields from the reaction of N-(α-benzotriazolylalkyl)carbamate 2 (itself easily available from the condensation of benzotriazole, an aldehyde, and an alkyl carbamate) with an excess of 2-methylthiophene or 2-methylfuran.When methyl N-(α-benzotriazolylalkyl)carbamate 2a is treated with 1 equiv of a heterocycle, the benzotriazolylalkyl-substituted heterocycle is formed.These intermediates react further with other heterocycles to give unsymmetrical 1,1-bis(heteroaryl)alkanes in good yields under mild conditions.