Synthesis of C- and N-Substituted 1,5,2,6-Dithiadiazocanes –Electrophilic-Nucleophilic Thioamination (ENTA) Reagents
A synthetic method is presented for S?N bond formation starting from cheap and affordable materials. We show that (un)substituted N-protected cyclic eight-membered C2-symmetric sulfenamides have been prepared in a few steps using this procedure. The synthetic utility of these ambipolar derivatives was demonstrated in a variety of synthetic transformations affording different S,N-heterocyles of pharmaceutical relevance in one or two steps from simple starting materials. (Figure presented.).
Metal-free synthesis of benzothiazoles from disulfides of 2-aminobenzenethiol and carboxylic acid via PCl3-promoted tandem reaction
A metal-free process for the synthesis of benzothiazoles via PCl3-promoted cleavage/acylation/ cyclization of disulfides and carboxylic acids has been developed. In addition to acting as the acylating reagent which converted carboxylic acids into acyl chlorides, PCl3 also converted disulfides to thiols, which promoted disulfides of 2-aminobenzenethiol reacted with carboxylic acid to produce benzothiazoles. The developed method is applicable to a wide range of carboxylic acids containing different functional groups.
Du, Guangyan,Zhu, Ning,Han, Limin,Hong, Hailong,Suo, Quanling
p. 1723 - 1734
(2015/12/12)
PhCOCI-Py/basic alumina as a versatile reagent for benzoylation in solvent-free conditions
A solvent-free procedure using PhCOCl-Py/basic alumina under microwave irradiation has been developed for N-, O- and S-benzoylation.
Paul, Satya,Nanda, Puja,Gupta, Rajive
p. 374 - 380
(2007/10/03)
THERMAL REARRANGEMENT OF O-THIOACYL DERIVATIVES OF N-ACYL-N-ARYLHYDROXYLAMINES
The ability of the Ar-N-O-C=S system of atoms to undergo a thermal rearrangement of the Claisen type was investigated.On the basis of the experimental data it was concluded that the process is predominantly nonconcerted in nature.
Drozd, V.N.
p. 317 - 326
(2007/10/02)
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