Synthesis of N‑(Hetero)aryl Carbamates via CuI/MNAO Catalyzed Cross-Coupling of (Hetero)aryl Halides with Potassium Cyanate in Alcohols

An efficient route to N-(hetero)­aryl carbamates was developed through CuI/MNAO [2-((2-methylnaphthalen-1-yl)­amino)-2-oxoacetic acid] catalyzed cross-coupling of (hetero)­aryl chlorides with potassium cyanate in alcohols at 120–130 °C. This method utilizes broadly available substrates to afford var...

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Bibliographic Details
Published in:Journal of organic chemistry 2018-03, Vol.83 (5), p.2706-2713
Main Authors: Kumar, S. Vijay, Ma, Dawei
Format: Article
Language:English
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Summary:An efficient route to N-(hetero)­aryl carbamates was developed through CuI/MNAO [2-((2-methylnaphthalen-1-yl)­amino)-2-oxoacetic acid] catalyzed cross-coupling of (hetero)­aryl chlorides with potassium cyanate in alcohols at 120–130 °C. This method utilizes broadly available substrates to afford various N-(hetero)­aryl carbamates in good to excellent yields. Moreover, (hetero)­aryl bromides and (hetero)­aryl iodides were also reacted at low catalyst loadings and relatively low temperatures to provide N-(hetero)­aryl carbamates.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b03175