7032-65-7Relevant academic research and scientific papers
Aminoboranes as compatible iminium ion generators in aminative C-C bond formations
Suginome, Michinori,Uehlin, Lars,Murakami, Masahiro
, p. 13196 - 13197 (2004)
Aminoboranes have been shown to be highly efficient and mild iminium ion generators in the Mannich-type aminative coupling of aldehydes with silyl ketene acetals. By using aminoboranes bearing bulky amino groups, such as a diisopropylamino group, free secondary amines can be successfully used as the amino component in a three-component Mannich reaction with aldehydes and silyl ketene acetals. Copyright
B(OMe)3 as a nonacidic iminium ion generator in Mannich- and Ugi-type reactions
Tanaka, Yusuke,Hidaka, Kousuke,Hasui, Tomoaki,Suginome, Michinori
supporting information; experimental part, p. 1148 - 1151 (2009/07/11)
Mannich-type reactions of aldehydes with secondary amines and a ketene silyl acetal were promoted by trimethoxyborane in DMSO to afford the corresponding β-amino esters in good yields. B(OMe)3 also promoted Ugi-type reactions of aldehydes with
Diarylborinic acid derivatives as a catalytic iminium ion generator in the mannich-type reaction using secondary amines, aldehydes, and ketene silyl acetals
Tanaka, Yusuke,Hasui, Tomoaki,Suginome, Michinori
body text, p. 1239 - 1242 (2009/04/05)
Reactions of secondary amines, aldehydes, and ketene silyl acetals were efficiently promoted by catalytic amounts of diarylborinic acid esters, Ar 2B(OR), affording β-amino esters selectively with no formation of the corresponding β-hydroxy esters. Georg Thieme Verlag Stuttgart.
Bromodimethylsulfonium bromide mediated Michael addition of amines to electron deficient alkenes
Khan, Abu T.,Parvin, Tasneem,Gazi, Sarifuddin,Choudhury, Lokman H.
, p. 3805 - 3808 (2008/02/06)
Bromodimethylsulfonium bromide has been found to be an efficient catalyst for the Michael addition of a wide variety of amines to electron deficient alkenes at room temperature. The protocol is very simple and chemoselective. Aliphatic and benzylic amines undergo conjugate addition within a very short period under solvent-free conditions and provide excellent yields of products.
Aminoalkylation with aldehydes mediated by solid lithium perchlorate
Saidi, Mohammad R.,Nazari, Mohammad
, p. 309 - 312 (2007/10/03)
The solid LiClO4-mediated one-pot reaction of aldehydes with secondary amines and C nucleophiles afforded the corresponding aminoalkylation products in high yields. Unlike the previous reported procedure, the aminoalkylation of aldehyde was achieved in the presence of only 0.5 equivalents of solid lithium perchlorate in dichloromethane as the solvent with good to high yields at room temperature. Springer-Verlag 2003.
LiClO4 accelerated Michael addition of amines to α,β-unsaturated olefins under solvent-free conditions
Azizi, Najmedin,Saidi, Mohammad R.
, p. 383 - 387 (2007/10/03)
Several primary and secondary amines were added to α,β- unsaturated esters, nitriles, amides, and ketones to give the corresponding saturated amines mediated by solid lithium perchlorate under solvent-free and environmentally friendly conditions at room temperature.
