1422012-46-1Relevant academic research and scientific papers
Trisubstituted Highly Activated Benzo[ d]thiazol-2-yl-sulfone-Containing Olefins as Building Blocks in Organic Synthesis
Baar, Lubomír V.,J.-Y. D. Bon, David,Ková?, Ond?ej,Pospí?il, Ji?í,Roiser, Lukas,Waser, Mario,Zále?ák, Franti?ek
, p. 7192 - 7206 (2020)
In this paper, we report the formation of highly electrophilic 1,1-deactivated olefins, their use as novel synthetic building blocks, and their transformation to structurally diverse molecular scaffolds. Synthesis of 1,1-deactivated olefins substituted with a BT-sulfonyl group and a carbonyl or nitrile, respectively, consists of unusual Ti(OPri)4-mediated Knoevenagel-type condensation and proceed in good to excellent yields. Generated olefins can be further transformed in a highly stereoselective manner and in good yields to various polyfunctionalized heterocycles and acyclic molecular scaffolds. Overall, the obtained structures are accessed in two to four steps starting from the (mostly) commercially available aldehydes. In addition, the presence of the BT-sulfonyl group in prepared structures allows for further chemoselective functionalization/post-synthetic transformations to provide structurally diverse final compounds.
Facile synthesis of 4,5-disubstituted 2h-1,2,3-triazoles by catalyst-free cycloaddition between substituted vinyl sulfones and sodium azide under ambient conditions
Yang, Jinjin,Yin, Wei,Liu, Renhua,Chu, Changhu
, p. 2786 - 2790 (2013/08/23)
A highly efficient method for readily preparing 4,5-disubstituted 2H-1,2,3-triazoles was found. Under ambient conditions, a catalyst free cycloaddition between substituted vinyl sulfones and sodium azide could be completed in a very short time. In this cycloaddition process, sulfonyl group acts as a leaving group, while its ester group was retained. A highly efficient method for readily preparing 4,5-disubstituted 2H-1,2,3-triazoles was found. Under ambient conditions, a catalyst free cycloaddition between substituted vinyl sulfones and sodium azide could be completed in a very short time. In this cycloaddition process, sulfonyl group acts as a leaving group, while its ester group was retained. Copyright
