- Polyethylene glycol-enhanced chemoselective synthesis of organic carbamates from amines, CO2, and alkyl halides
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An efficient and environmentally benign method for the synthesis of organic carbamates was developed. Amines, CO2, and alkyl halides underwent a three-component reaction with the aid of K2CO3 and polyethylene glycol (PEG, MW=400), affording the organic carbamates under ambient conditions. PEG could presumably act as a solvent and phase-transfer catalyst (PTC). Notably, the presence of PEG could also depress the alkylation of both the amine and the carbamate, thus resulting in enhanced selectivity toward the target carbamate. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
- Kong, De-Lin,He, Liang-Nian,Wang, Jin-Quan
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scheme or table
p. 3298 - 3307
(2011/09/15)
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- REACTION OF ORGANIC CARBONATES WITH AMINES. II. REACTION OF ALKYL PHENYL CARBONATES WITH SECONDARY AMINES
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The reaction of alkyl phenyl carbonates with secondary amines leads to the formation of N,N-dialkylurethanes and phenols.The reaction has overall second order.The effect of the substituents in the aromatic ring of the alkyl phenyl carbonates and the polarity of the solvent on the reaction rate was investigated.
- Mikheev, V. V.,Svetlakov, N. V.,Garipov, R. M.,Kalmykova, N. D.
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p. 1865 - 1868
(2007/10/02)
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