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Photo-driven haloazidation cyclization of 1,5-enynes having cyano groups with TMSN<sub>3</sub>and NIS/NCS/NBS under metal-free conditions

Long Zou, Lei Wang, Li Sun, Xiaofei Xie, Pinhua Li

2020Chemical Communications51 citationsDOI

Abstract

, and N-iodo(bromo, chloro)succinimide under metal-free and oxidant-free conditions was developed. The reaction underwent a radical addition/5-exo-dig cyclization/radical coupling process with the successive formation of C-N, C-C, and C-halogen (Cl, Br, and I) bonds, which was initiated by the addition of an azidyl radical to the carbon-carbon double bond of the 1,5-enyne.

Topics & Concepts

MetalChemistryCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions
Photo-driven haloazidation cyclization of 1,5-enynes having cyano groups with TMSN<sub>3</sub>and NIS/NCS/NBS under metal-free conditions | Litcius