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Nickel‐Catalyzed Synthesis of <i>N</i>‐(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride

Iman Dindarloo Inaloo, Mohsen Esmaeilpour, Sahar Majnooni, Ali Reza Oveisi

2020ChemCatChem35 citationsDOI

Abstract

Abstract A simple and efficient domino reaction has been designed and employed for the one‐pot synthesis of N ‐(hetero)aryl carbamates through the reaction between alcohols and in‐situ produced (hetero)aryl isocyanates in the presence of a nickel catalyst. The phenolic C−O bond was activated via the reaction of phenol with cyanuric chloride (2,4,6‐trichloro‐1,3,5‐triazine (TCT)) as an inexpensive and readily available reagent. This strategy provides practical access to N ‐(hetero)aryl carbamates in good yields with high functional groups compatibility.

Topics & Concepts

Cyanuric chlorideArylChemistryCatalysisReagentCyanateOrganic chemistryNickelPhenolChloridePhenolsMelamineAnilineTriazineCombinatorial chemistryAlkylCarbon dioxide utilization in catalysisChemical Synthesis and ReactionsSulfur-Based Synthesis Techniques
Nickel‐Catalyzed Synthesis of <i>N</i>‐(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride | Litcius