One-pot five-component reactions of oxathiazolidine-S-oxides with mesitylmagnesiumbromide, lithium bis(trimethylsilyl)amide, aldehydes and Grignard reagents afford chiral nonracemic amines or sulfinamides in good yields and high stereoselectivities.
2-Mercaptoacetamidines as gastric antisecretory agents
作者:William A. Bolhofer、Charles N. Habecker、Adolph M. Pietruszkiewicz、Mary Lou Torchiana、Henry I. Jacoby、Clement A. Stone
DOI:10.1021/jm00189a015
日期:1979.3
A series of N-substituted 2-mercaptoacetamidines was synthesized and evaluated for gastricantisecretory activity in dogs stimulated with gastrin tetrapeptide. The most potent analogues showed 80--95% inhibition of acid secretion after an oral dose of 8 mg/kg. Thus, these compounds represent a new structural type having significant antisecretory activity. Disulfides had essentially the same antisecretory
Regio- and Stereoselective Hydroamination of Alkynes Using an Ammonia Surrogate: Synthesis of <i>N</i>-Silylenamines as Reactive Synthons
作者:Erica K. J. Lui、Jason W. Brandt、Laurel L. Schafer
DOI:10.1021/jacs.7b13783
日期:2018.4.18
An anti-Markovnikov selective hydroamination of alkynes with N-silylamines to afford N-silylenamines is reported. The reaction is catalyzed by a bis(amidate)bis(amido)Ti(IV) catalyst and is compatible with a variety of terminal and internal alkynes. Stoichiometric mechanistic studies were also performed. This method easily affords interesting N-silylenamine synthons in good to excellent yields and
A convenient and user-friendly method to yield benzamides from primary and secondary amines and various benzylic alcohols in the presence of a cheap iron salt (FeCl2 center dot 4H(2)O) and tert-butylhydroperoxide (70% in water) as a stoichiometric oxidant is described. Control experiments indicated that this reaction might involve radical species. This method proved to be general, generating a family of 30 benzamides and was applied to the preparative synthesis of anti-anxiety drug moclobemide. (C) 2014 Published by Elsevier Ltd.
Konowalow, Chemische Berichte, 1895, vol. 28, p. 1854