2879-52-9Relevant academic research and scientific papers
Regioselective Synthesis of Vinyl Halides, Vinyl Sulfones, and Alkynes: A Tandem Intermolecular Nucleophilic and Electrophilic Vinylation of Tosylhydrazones
Ojha, Devi Prasan,Prabhu, Kandikere Ramaiah
, p. 18 - 21 (2015)
A diazo species is trapped in an intermolecular fashion by two independent ion species in tandem at the carbene center to install an electrophile and a nucleophile on the same carbon. This metal-free concept, which is unprecedented, has been illustrated by regioselective synthesis of a variety of vinyl halides, vinyl sulfones, and alkyne derivatives. (Chemical Equation Presented).
Copper-catalyzed radical reaction of N -tosylhydrazones: Stereoselective synthesis of (E)-vinyl sulfones
Mao, Shuai,Gao, Ya-Ru,Zhu, Xue-Qing,Guo, Dong-Dong,Wang, Yong-Qiang
, p. 1692 - 1695 (2015/04/14)
A new chemistry of hydrazines that is a copper-catalyzed radical reaction to synthesize vinyl sulfones from readily available N-tosylhydrazones has been described. The protocol provides a novel strategy for the synthesis of various vinyl sulfones including α, β-disubstituted ones and terminal ones. The advantages of the transformation include excellent E stereoselectivity, broad substrate scope, low cost of reagents, and convenient operation. A novel and efficient one-pot synthesis of alkynes from N-tosylhydrazones has been achieved. The studies provide important complementary approaches for the syntheses of vinyl sulfones and alkynes.
Synthesis and characterisation of diastereomeric (E & Z) vinylsulfides and vinylsulfones from p-tolylphenylacetylene
Naik, P. Jagan,Kumar, L. Vinay,Naveen,Reddy, A. Babul,Sree, M. Karuna,Penchalaiah,Swamy, G. Narayana
, p. 765 - 769 (2012/07/03)
The addition of p-methylbenzenethiol to p-tolylphenylacetylene results in the formation of a mixture of diastereomeric (E) & (Z)-1-(4-methylphenyl)-2- phenyl-1-[(4-methylphenyl)thio] ethylenes (1 and 2) and (E) & (Z)-2-(4-methylphenyl)-1-phenyl-1- [(4-methylphenyl)thio] ethylenes (3 and 4). The configurations of these compounds have been established by 1H NMR studies, by their preparation from benzyl p-tolyl ketone and p-methylbenzyl phenyl ketone, and by the oxidation of the thioethylenes 1, 2, 3 and 4 to the corresponding sulfonylethylenes 5, 6, 7 and 8 respectively.
