35412-19-2Relevant academic research and scientific papers
Synthesis of sulfur heterocycles via domino metal-mediated reactions
Castanheiro, Thomas,Suffert, Jean,Donnard, Morgan,Gulea, Mihaela
, p. 162 - 165 (2017)
Two methodologies to access S-heterocycles and mixed N,S-heterocycles via metal-mediated domino reactions are described. One involves a cyclocarbopalladation/cross-coupling domino process and leads to benzene-fused five- or six-membered sulfur heterocycles with a stereo defined tetrasubstituted exocyclic double bond. The other consists in a three-component domino reaction between 2-aminophenyl disulfide, copper cyanide, and an electrophile to access N-substituted 2-amino benzothiazoles. Preliminary results in the use of the second method to access N-substituted 2-imino benzothiazoles are also reported.
Aerobic Copper-Mediated Domino Three-Component Approach to 2-Aminobenzothiazole Derivatives
Castanheiro, Thomas,Suffert, Jean,Gulea, Mihaela,Donnard, Morgan
supporting information, p. 2588 - 2591 (2016/06/15)
An unprecedented three-component reaction involving a 2,2′-diaminodiaryl disulfide, copper cyanide, and an electrophile is described. This transformation is based on an oxidative copper-mediated S-cyanation as a key step and involves a cyanation/cyclization/acylation domino sequence enabling a rapid and efficient synthesis of diversely substituted 2-aminobenzothiazole derivatives. Notably, this reaction proceeds via an original mechanism involving an intermolecular migration of the acyl group.
