Catalysis

Intramolecular force

Tetrazole

Annulation

Stereochemistry

Medicinal chemistry

Combinatorial chemistry

Organic chemistry

Amination

Nitrene

Chemistry

Journal of the American Chemical Society

An efficient strategy for the intramolecular denitrogenative transannulation/C(sp2)–H amination of 1,2,3,4-tetrazoles bearing C8-substituted arenes, heteroarenes, and alkenes is described. The process involves the generation of the metal–nitrene intermediate from tetrazole by the combination of [Cp*IrCl2]2 and AgSbF6. It has been shown that the reaction proceeds via an unprecedented electrocyclization process. The method has been successfully applied for the synthesis of a diverse array of α-carbolines and 7-azaindoles.

Ir-Catalyzed Intramolecular Transannulation/C(sp<sup>2</sup>)–H Amination of 1,2,3,4-Tetrazoles by Electrocyclization

Ir-Catalyzed Intramolecular Transannulation/C(sp2)–H Amination of 1,2,3,4-Tetrazoles by Electrocyclization

Ir-Catalyzed Intramolecular Transannulation/C(sp²)–H Amination of 1,2,3,4-Tetrazoles by Electrocyclization