Synthesis of N-(Hetero)aryl Carbamates via CuI/MNAO Catalyzed Cross-Coupling of (Hetero)aryl Halides with Potassium Cyanate in Alcohols
S. Vijay Kumar and Dawei Ma*
*State Key Laboratory of Bioorganic and Natural Products
Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences,
345 Lingling Lu, Shanghai 200032, China, Email: madw
sioc.ac.cn
S. V. Kumar, D. Ma, J. Org. Chem., 2018, 83, 2706-2713.
DOI: 10.1021/acs.joc.7b03175
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Abstract
A CuI/MNAO [2-((2-methylnaphthalen-1-yl)amino)-2-oxoacetic acid] catalyzed cross-coupling of (hetero)aryl chlorides with potassium cyanate in alcohols provides N-(hetero)aryl carbamates in very good yields at 120-130°C. Moreover, (hetero)aryl bromides and (hetero)aryl iodides were reacted at lower catalyst loadings and lower temperatures.
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proposed mechanism
Key Words
carbamates, multicomponent reactions
ID: J42-Y2018
