253449-39-7Relevant academic research and scientific papers
Anti-Markovnikov Intermolecular Hydroamination: A Bis(amidate) Titanium Precatalyst for the Preparation of Reactive Aldimines
Zhang, Zhe,Schafer, Laurel L.
, p. 4733 - 4736 (2003)
(Matrix presented) A bulky bis-(N-2′,6′- diisopropylphenyl(phenyl)-amidate)titanium-bis(diethylamido) complex was identified as a highly active and regioselective precatalyst for the anti-Markovnikov hydroamination of a wide range of terminal alkyl alkynes with alkylamines. This titanium complex was fully characterized, including its X-ray crystal structure. The reactive aldimine products generated have been further elaborated using one-pot procedures to give substituted amines, aldehydes, and the isoquinoline framework.
TRNA SYNTHETASE INHIBITORS
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Paragraph 00165-00167; 00214, (2019/07/30)
Disclosed herein are secondary amine compounds that inhibit tRNA synthetase. The compounds of the invention are useful in inhibiting tRNA synthetase in Gram-negative bacteria and are useful in killing Gram-negative bacteria. The secondary amine compounds of the invention are also useful in the treatment of tuberculosis.
Bis(amidate)bis(amido) titanium complex: A regioselective intermolecular alkyne hydroamination catalyst
Yim, Jacky C.-H.,Bexrud, Jason A.,Ayinla, Rashidat O.,Leitch, David C.,Schafer, Laurel L.
, p. 2015 - 2028 (2014/04/03)
An efficient and selective bis(amidate)bis(amido) titanium precatalyst for the anti-Markovnikov hydroamination of alkynes is reported. Hydroamination of terminal and internal alkynes with primary alkylamines, arylamines, and hydrazines is promoted by 5-10 mol % of Ti catalyst. Various functional groups are tolerated including esters, protected alcohols, and imines. The in situ generated complex shows comparable catalytic activity, demonstrating its synthetic versatility for benchtop application. Applications of this catalyst for the synthesis of amino alcohols and a one-pot procedure for indole synthesis are described. A mechanistic proposal that invokes turnover-limiting protonolysis is presented to rationalize the observed regioselectivities.
Anti-Markovnikov addition of both primary and secondary amines to terminal alkynes catalyzed by the TpRh(C2H4)2/PPH 3 system
Fukumoto, Yoshiya,Asai, Harumi,Shimizu, Masaki,Chatani, Naoto
, p. 13792 - 13793 (2008/04/04)
Terminal alkynes react with secondary amines in the presence of TpRh(C2H4)2/PPh3 (Tp = trispyrazolylborate) to give anti-Markovnikov E-enamines. Both Tp and PPh3 ligands are essential for the reaction. The reaction tolerates functional groups, such as ester, nitrile, and siloxy groups, on the terminal alkynes. Primary amines also add to terminal alkynes in anti-Markovnikov fashion, yielding the corresponding imines. The formation of a vinylidene-rhodium complex followed by the intermolecular nucleophilic attack by an amine nitrogen at the α-carbon atom of the vinylidene-metal intermediate may be involved in a key step in the catalytic reaction. Copyright
Discovery of a series of cyclohexylethylamine-containing protein farnesyltransferase inhibitors exhibiting potent cellular activity
Henry Jr., Kenneth J.,Wasicak, James,Tasker, Andrew S.,Cohen, Jerome,Ewing, Patricia,Mitten, Michael,Larsen, John J.,Kalvin, Douglas M.,Swenson, Rolf,Ng, Shi-Chung,Saeed, Badr,Cherian, Sajeev,Sham, Hing,Rosenberg, Saul H.
, p. 4844 - 4852 (2007/10/03)
Synthesis of a library of secondary benzylic amines based on the Sebti- Hamilton type peptidomimetic farnesyltransferase (FTase) inhibitor FTI-276 (1) led to the identification of 6 as a potent enzyme inhibitor (IC50 of 8 nM) which lacked the p
