Litcius/Paper detail

Co-Catalyzed Transannulation of Pyridotriazoles with Isothiocyanates and Xanthate Esters

Ziyan Zhang, Vladimir Gevorgyan

2020Organic Letters52 citationsDOIOpen Access PDF

Abstract

An efficient radical transannulation reaction of pyridotriazoles with isothiocyanates and xanthate esters was developed. This method features conversion of pyridotriazoles into two N-fused heterocyclic aromatic systems—imino-thiazolopyridines and oxo-thiazolopyridine derivatives—via one-step Co(II)-catalyzed transannulation reaction proceeding via a radical mechanism. The synthetic usefulness of the developed method was illustrated in the synthesis of amino acid derivatives and further transformations of obtained reaction products.

Topics & Concepts

ChemistryXanthateCatalysisCombinatorial chemistryOrganic chemistryRadicalReaction conditionsCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques