Light-induced metal-free transformations of unactivated pyridotriazoles

Ziyan Zhang; Dongari Yadagiri; Vladimir Gevorgyan

doi:10.1039/c9sc02448d

Light-induced metal-free transformations of unactivated pyridotriazoles

Chem Sci. 2019 Jul 25;10(36):8399-8404. doi: 10.1039/c9sc02448d. eCollection 2019 Sep 28.

Authors

Ziyan Zhang^{1

2}, Dongari Yadagiri^{1

2}, Vladimir Gevorgyan^{1

2}

Affiliations

¹ Department of Chemistry , University of Illinois at Chicago , 845 W. Taylor St. , Chicago , Illinois 60607 , USA.
² Department of Chemistry and Biochemistry , University of Texas at Dallas , 800 W Campbell RD , Richardson , Texas 75080 , USA . Email: vlad@utdallas.edu.

Abstract

A highly efficient and practical method for incorporation of the arylmethylpyridyl moiety into diverse molecules has been developed. This method features the transition metal-free light-induced room temperature transformation of pyridotriazoles into pyridyl carbenes, which are capable of smooth arylation, X-H insertion, and cyclopropanation reactions. The synthetic usefulness of the developed method was illustrated in a facile synthesis of biologically active molecules.