- Organosilicon synthesis of isocyanates: II. Synthesis of aliphatic, carbocyclic, and fatty-aromatic isocyanates
-
Silylation of a series of aliphatic, carbocyclic, and fatty-aromatic amines gave the corresponding silyl derivatives whose yield depended on the electronic and steric structure of the substrate and the nature of the silylating agent. The yield of isocyanates obtained by phosgenation of the silyl derivatives under mild conditions decreased in going from aliphatic amines to benzylamines and rose as the length of the alkyl chain in fatty-aromatic amines extended. The most convenient procedure for the synthesis of low-boiling alkyl isocyanates was found to be based on the transformation of amines or ammonium salts into silyl or silyl silyl-carabamates, followed by pyrolysis of the latter in the presence of trichloro(phenyl)silane. Pleiades Publishing, Inc., 2006.
- Lebedev,Lebedeva,Sheludyakov,Ovcharuk,Kovaleva,Ustinova
-
p. 469 - 477
(2008/02/07)
-
- Novel method for preparing bis(trimethylsilyl) amines via treatment with trimethylsilylamines and methyl iodide
-
A convenient method for the synthesis of N,N-bis(trimethylsilyl)alkylamines has been reported. N-(Trimethylsilyl)diethylamine incorporated with a stoichiometric amount of methyl iodide was effective to convert primary amines, especially aromatic amines, and their monotrimethylsilyl derivatives into the corresponding N,N-bis(trimethylsilyl)amine derivatives in high yields. In the case of N-trimethylsilyl derivatives of aliphatic primary amines, a half-amount of silylamines served as a silylation agent against another half-amount of silylamines in the presence of 0.5 equivalent of methyl iodide to give N,N-bis(trimethylsilyl)alkylamines in good yield. Allyl iodide, allyl bromide and benzyl bromide were also effective to promote the silylation activity of silylamines.
- Hamada, Yoshitaka,Yamamoto, Yasushi,Shimizu, Hideaki
-
-
- A NEW SYNTHESIS OF AMIDES FROM ACYL FLUORIDES AND N-SILYLAMINES
-
Amide bonds are formed readily under mild conditions by the reaction of N-silylamines with the hydrolytically stable acyl fluorides.
- Rajeswari, Sundaramoorthi,Jones, Robert J.,Cava, Michael P.
-
p. 5099 - 5102
(2007/10/02)
-
- ALKYLATION OF N-TRIMETHYLSILYLATED PRIMARY AMINES WITH ARYLETHYLENE OXIDES. AN EFFICIENT SYNTHESIS OF 1-PHENETHANOLAMINES.
-
Reaction of unhindered N-trimethylsilylated primary amines with styrene oxide derivatives provides good yields of 1-phenethanolamines after acidic hydrolysis during work-up.This methodology results in much better conversions and higher yields when compare
- Atkins, Randall K.,Frazier, Jeffery,Moore, Larry L.,Weigel, Leland O.
-
p. 2451 - 2454
(2007/10/02)
-