Palladium catalyzed domino reaction of 1,4-disubstituted 1,2,3-triazoles via double C–H functionalization: one-pot synthesis of triazolo[1,5-f]phenanthridines

Abstract

A palladium catalyzed domino reaction of 1,4-disubstituted triazoles involving homo- and heterocondensation is presented. The approach provides a simple, straight forward and a facile route to access triazolo[1,5-f]phenanthridines in high yields.

1,2,3‐Triazole derivatives of 3‐ferrocenylidene‐2‐oxindole: Synthesis, characterization, electrochemical and antimicrobial evaluation

“…3‐Ferrocenylidene‐oxindole propargyl (1 mmol) and benzyl azides ( 4a–g ), aryl azides ( 4h–k ), sugar azide ( 4l–m ) and aliphatic azide ( 4n ) were suspended in a 1:1 mixture of THF and water (10 mL). To this solution, sodium ascorbate (0.2 mmol) and CuSO 4 ·5H 2 O (0.09 mmol) were added.…”

Progress in the Synthesis of Fused 1,2,3‐Triazoles

“…A single pot palladium catalyzed homocondensation of 2‐iodo‐phenyl substituted triazole 317 to generate triazolo[1,5‐ f ]phenanthridines 318 was divulged by Kumar et al [101] . They prepared homocondensed products in a very good yields from triazoles with various substitution at iodo‐phenyl ring (H, F, Me) as well as electron donating and withdrawing groups at triazole ring (Scheme 100).…”

Synthesis of Triazole-Fused Phenanthridines through Pd-Catalyzed Intramolecular Phenyl C–H Activation of 1,5-Diaryl-1,2,3-triazoles

“…[14] In 2016, Likhar reported a palladium-catalyzed one-pot synthesis of triazolo [1,5-f]phenanthridines from 1,4-diaryl 1,2,3-triazoles and aryl halides (Scheme 1, b). [15] The group of Fan disclosed a convenient preparation of triazolophenanthridines through a Pd-catalyzed C-H arylation reaction (Scheme 1, c). [16] Notably, it is the C( 5)-H bond of the heterocycle which was involved in the ringclosing step in both two methods b and c in Scheme 1.…”