C−H Bond Functionalization in the Synthesis of Fused 1,2,3-Triazoles

Abstract

A highly modular approach to fused 1,2,3-triazoles has been developed featuring a one-pot procedure combining copper(I) catalyzed azide-alkyne cycloaddition and palladium-catalyzed C-H bond functionalization. A class of structurally unique heterocycles was synthesized in good yields.

A direct synthesis of atractylodinol, a potent inhibitor of PRRSV, and its biological evaluation

“…The iodoacetylene 7 was made from the terminal alkyne using morpholine hydroiodide salt and a catalytic amount of copper iodide. 11,12 . The copper catalyzed coupling reaction between 4 and 7 gave the target molecule ester 8 in 35% yield.…”

Visible‐Light‐Photocatalyzed Metal‐Free C–H Heteroarylation of Heteroarenes at Room Temperature: A Sustainable Synthesis of Biheteroaryls

“…2‐(2‐Ethynylphenyl)furan (4f): 19b Yield 139 mg (83 %); colorless liquid. 1 H NMR (500 MHz, CDCl 3 ): δ = 3.14 (s, 1 H), 6.52 (t, J = 1.5 Hz, 1 H), 7.20 (t, J = 7.5 Hz, 1 H), 7.39–742 (m, 2 H), 7.50 (s, 1 H), 7.58 (d, J = 7.5 Hz, 1 H), 7.85 (d, J = 8.0 Hz, 1 H) ppm.…”

Regioselective Synthesis of Halotriazoles and their Utility in Metal Catalyzed Coupling Reactions

“…Not only pyrrole, but other heterocycles such as indole, furan, thiophene and anisyl tethered iodoalkynes 75 too participated successfully in this “one pot” Click Heck reaction, furnishing polycyclic frameworks 78l–o , respectively. [ 46 ]…”