17049-74-0Relevant academic research and scientific papers
Palladium-Catalyzed Carboamination of Allylic Alcohols Using a Trifluoroacetaldehyde-Derived Tether
Muriel, Bastian,Orcel, Ugo,Waser, Jerome
supporting information, p. 3548 - 3551 (2017/07/17)
The selective palladium-catalyzed carboamination of allylic alcohols is reported on the basis of the use of an easily introduced trifluoroacetaldehyde-derived tether. Aminoalkynylation reactions were realized using alkynyl bromides and commercially available phosphine ligands. For aminoarylations, a new biaryl phosphine ligand, "Fu-XPhos", was introduced to overcome a competitive Heck pathway. The carboamination products were obtained in high yields and diastereoselectivity. The tether could be easily removed to give value-added amino alcohol building blocks.
One-Pot Three-Component Synthesis of Vicinal Diamines via In Situ Aminal Formation and Carboamination
Orcel, Ugo,Waser, Jerome
supporting information, p. 12881 - 12885 (2016/10/04)
A synthesis of vicinal diamines via in situ aminal formation and carboamination of allyl amines is reported. Employing highly electron-poor trifluoromethyl aldimines in their stable hemiaminal form was key to enable both a fast and complete aminal formation as well as the palladium-catalyzed carboamination step. The conditions developed allow the introduction of a wide variety of alkynyl, vinyl, aryl, and hetereoaryl groups with complete regioselectivity and high diastereoselectivity. The reaction exhibits a high functional-group tolerance. Importantly, either nitrogen atom of the imidazolidine products can be selectively deprotected, while removal of the aminal tether can be achieved in a single step under mild conditions to reveal the free diamine. We expect that this work will promote the further use of mixed aminal tethers in organic synthesis.
Novel compounds comprising a thiocarbonyl-sulfanyl group, which can be used for the radical synthesis of-alpha-perfluoroalkylamines
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Page/Page column 13-14, (2008/06/13)
The invention relates to compounds having the general formula (I), the method of preparation thereof and the use thereof in organic radical synthesis. The invention also relates to compounds having the formula (II), the method of preparation thereof and a
Expedient synthesis of perhaloaldehyde N-acyl hemiaminals
Ingrassia, Laurent,Mulliez, Michel
, p. 1731 - 1738 (2007/10/03)
Various perhaloaldehyde N-acyl hemiaminals 1 are readily prepared in high yields by condensation of amides 7 with easily available perhaloaldehyde O-ethyl hemiacetals 8 or hydrates 9 in the presence of 5 A molecular sieves.
