76691-75-3Relevant academic research and scientific papers
A General and Selective Rhodium-Catalyzed Reduction of Amides, N-Acyl Amino Esters, and Dipeptides Using Phenylsilane
Das, Shoubhik,Li, Yuehui,Lu, Liang-Qiu,Junge, Kathrin,Beller, Matthias
supporting information, p. 7050 - 7053 (2016/05/19)
This article describes a selective reduction of functionalized amides, including N-acyl amino esters and dipeptides, to the corresponding amines using simple [Rh(acac)(cod)]. The catalyst shows excellent chemoselectivity in the presence of different sensitive functional moieties. A selective reduction of functionalized amides, including N-acyl amino esters and dipeptides, to the corresponding amines using simple [Rh(acac)(cod)] is described (see scheme). The catalyst shows excellent chemoselectivity in the presence of different sensitive functional moieties. Even the selective reduction of a secondary amide bond in the presence of a ketone is possible.
Zinc-catalyzed chemoselective reduction of tertiary and secondary amides to amines
Das, Shoubhik,Addis, Daniele,Junge, Kathrin,Beller, Matthias
experimental part, p. 12186 - 12192 (2011/11/07)
General and convenient procedures for the catalytic hydrosilylation of secondary and tertiary amides under mild conditions have been developed. In the presence of inexpensive zinc catalysts, tertiary amides are easily reduced by applying monosilanes. Key to success for the reduction of the secondary amides is the use of zinc triflate and disilanes with dual Si-H moieties. The presented hydrosilylations proceed with excellent chemoselectivity in the presence of sensitive ester, nitro, azo, nitrile, olefins, and other functional groups, thus making the method attractive for organic synthesis.
Synthesis of medium and large cyclic amines in rhodium-catalysed reactions of aminoalkenes with H2/CO1
Bergmann, David J.,Campi, Eva M.,Roy Jackson,Patti, Antonio F.,Saylik, Dilek
, p. 835 - 844 (2007/10/03)
Rhodium-catalysed reactions of N-benzyl- or N-alkyl-aminoalkenes (6) with H2/CO can give cyclic amines (7) (7-13 ring size) in good to excellent yields when BIPHEPHOS is used as a ligand. Hydrogenation of the aminoalkene becomes a competing reaction for the smaller rings but can be overcome by using a H2/CO gas ratio of 1:5. Reactions of 2-alkenyloxybenzylamines (13) gave 9-, 12- and 17-membered rings (14) in 30-40% yield, but dimer formation (16) and/or hydrogenation were competing reactions. Similar reactions of alkenylamides and ortho-alkenylanilines gave only non-cyclized amino aldehydes as products in low isolated yields.
Insect Juvenile Hormone Analogues: Part VII - Synthesis of Long Chain Aromatic Ethers & Nitrogen Analogues
Vig, O. P.,Trehan, I. R.,Kad, G. L.,Dhawan, R. K.,Grewal, M. S.
, p. 688 - 691 (2007/10/02)
Syntheses of various aromatic ethers of undecenyl bromide and thio ethers of undecenyl and undecanyl bromides with 2-benzothiazolethiol are described.The preparation of a few amides and their corresponding amines from undecenoic acid and different aromatic amines and benzyl amine are also reported.The bromo derivatives of a few amides have also been prepared.These compounds have been tested on common Indian red cotton bug for their juvenile hormone activity.
