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Rh(III)‐Catalyzed Selective C7 Halogenation of Indolines

XXXXXXX Manisha, Shiv Shankar Gupta, Ankit Kumar Dhiman, Upendra Sharma

2021European Journal of Organic Chemistry17 citationsDOI

Abstract

Abstract An efficient Rh‐catalyzed catalytic method has been developed for selective C7 halogenation of N‐ pyrimidyl indolines with N ‐halosuccinimides (Cl, Br, I) to produce corresponding halides in good to excellent yields. The advantages of this strategy include broad substrate scope and excellent regioselectivity for C7 functionalization of indolines and feasibility at gram scale level. Various control experiments have been performed to understand the reaction pathway. Applicability of current methodology has been demonstrated by indole synthesis and post‐transformation of the C7 halogenated indolines into different valuable molecules.

Topics & Concepts

HalogenationChemistryRegioselectivityCatalysisCombinatorial chemistryHalideIndole testSubstrate (aquarium)Surface modificationMoleculeOrganic chemistryGeologyPhysical chemistryOceanographyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis and Catalytic Reactions
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