Reductive removal of trityl group from tetrazoles via indium

Abstract

This manuscript describes the reductive removal of trityl groups from N-protected tetrazoles, using indium, zinc and arene-catalysed lithiation processes. Chapters 1 and 2 report the development of two efficient processes one for transforming a wide variety of nitriles into the corresponding tetrazoles in high yield, using a simple and sofe protocole, and other to protect tetrazoles wich is our starting materials. Chapter 3 shows the deprotection of the trityl (triphenylmethyl) group, from tritylated tetrazoles using lithium powder and a catalytic amount of naphtalene to give corresponding free tetrazoles without decomposition of the tetrazole ring. Chapter 4 describes the reductive cleavage of the same group from the same protected Ntetrazoles using indium as a source of free electron transfer which can show you a good method even in the presence of the air moister. Chapter 5 In the latter case, deals with the deblocking of tetrazoles, protected with trityl group, respectively. Using in this case zinc as a dissolving metal in Methanol/THF, in the opposite of lithium; this methodology led to the removal of this group from different tetrazoles even in the presence of the proton source.