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N-Methylation of amides, lactams, and ureas

โœ Scribed by Auerbach, Joseph.; Zamore, McFord.; Weinreb, Steven M.


Book ID
121401152
Publisher
American Chemical Society
Year
1976
Tongue
English
Weight
252 KB
Volume
41
Category
Article
ISSN
0022-3263

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A one pot selective mend N-alkylation of primary amides, thioamides, carbamates and ureas has been developed using aromatic and aliphatic aldehydes as alkylating agents and trifluoroacetic acid / triethylsilane as reagents. Application to an efficient synthesis of a primary amine from the correspond

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A new procedure for protecting the amide, lactam, urea, and carbamate NH group with a triphenylmethyl (Tr) group is described. The utility of this method is illustrated with molecules that contain other functional groups. A mild deprotection using trifluoroacetic acid makes this a useful method for