345983-67-7Relevant academic research and scientific papers
Site-Selective Labeling of Native Proteins by a Multicomponent Approach
Chilamari, Maheshwerreddy,Purushottam, Landa,Rai, Vishal
, p. 3819 - 3823 (2017)
Chemical functionalization of proteins is an indispensable tool. Yet, selective labeling of native proteins has been an arduous task. The limited success of chemical methods allows N-terminus protein labeling, but the examples with side-chain residues are rare. Herein, we surpass this challenge through a multicomponent transformation that operates under physiological conditions in the presence of a protein, aldehyde, acetylene, and Cu-ligand complex. The methodology results in the labeling of a single lysine residue in nine distinct proteins.
Mild and catalyst-free petasis/decarboxylative domino reaction: Chemoselective synthesis of N -benzyl propargylamines
Feng, Huangdi,Jia, Huihui,Sun, Zhihua
, p. 11812 - 11818 (2015/01/09)
Multicomponent domino reactions are attractive for assembling functionalized compounds. To this end, a one-pot catalyst-free chemoselective synthesis of N-benzyl propargylamines is reported with good functional group compatibility. This mild process involves in situ formation of an active amine through Petasis reaction of primary amines, formaldehyde solution, and boronic acids, which reacts with propiolic acids to give product in up to 94% yield via decarboxylative coupling reaction.
Facile and selective synthesis of propargylic amines and 1,6-diynes: One-pot three-component coupling reactions of alkynylsilanes, aldehydes and amines by a cooperative catalytic system comprised of CuCl and Cu(OTF) 2
Sakai, Norio,Uchida, Naoki,Konakahara, Takeo
experimental part, p. 1515 - 1519 (2009/04/07)
Described herein is a three-component coupling reaction of alkynylsilanes, aldehydes and amines by a cooperative catalytic system comprised of CuCl and Cu(OTf)2, leading to the production of a variety of propargyl amine derivatives. This catalytic system was successfully applied to the practical preparation of 1,6-diyne derivatives via twice-performed, domino-type coupling reactions.
