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Efficient and selective N-alkylation of carbamates in the presence of Cs2CO3 and TBAI

โœ Scribed by Ralph N Salvatore; Seung Il Shin; Vincent L Flanders; Kyung Woon Jung

Book ID
104230105
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
65 KB
Volume
42
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Mild and selective N-alkylation of carbamates was carried out in the presence of cesium carbonate, tetrabutylammonium iodide (TBAI), and a halide. This protocol was highly selective and efficient, offering aliphatic and aromatic N-alkyl carbamates exclusively in high yields.

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A Mild and Highly Convenient Chemoselect
A Mild and Highly Convenient Chemoselective Alkylation of Thiols Using Cs2CO3โ€”TBAI.
โœ Ralph Nicholas Salvatore; Robert A. Smith; Adam K. Nischwitz; Terrence Gavin ๐Ÿ“‚ Article ๐Ÿ“… 2006 ๐Ÿ› John Wiley and Sons โš– 30 KB

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An efficient one-pot synthesis of N-alky
An efficient one-pot synthesis of N-alkyl carbamates from primary amines using Cs2CO3
โœ Ralph Nicholas Salvatore; Jeremy A Ledger; Kyung Woon Jung ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 127 KB

A facile one-pot synthesis of N-alkyl carbamates is described. A primary amine, CO 2 , and an alkyl halide underwent a three-component coupling using cesium carbonate and tetrabutylammonium iodide (TBAI) giving rise to the resultant carbamate. In the presence of Cs 2 CO 3 , subsequent N-alkylation o