54246-57-0Relevant academic research and scientific papers
Expanding the Potential of Heteroaryl Vinyl Sulfones
Rodrigo, Eduardo,Alonso, Inés,García Ruano, José Luis,Cid, M. Belén
, p. 10887 - 10899 (2016/11/29)
The easily available vinyl sulfone 3 showed great potential for new applications in several fields such as organic synthesis and bioconjugate formation. This was demonstrated by performing a systematic assessment of its reactivity in Michael, radical, and cycloaddition reactions. Heteroaryl vinyl sulfone 3 presented excellent output in terms of reactivity and selectivity, proving superior to phenyl vinyl sulfone 1 and with clear advantages over bis-sulfone 2. This behavior might be due to the conformational and orbital control exerted by the tetrazole unit according to DFT calculations. Moreover, some alternative transformations to the Julia-Kocienski olefination on the obtained products are also described.
Tetrazoles. XXXI. Phase-Transfer Reactions of 1-Substituted Tetrazole-5-thiones and Their Derivatives
Gol'tsberg,Koldobskii
, p. 1194 - 1201 (2007/10/03)
Alkylation of 1-substituted tetrazole-5-thiones under conditions of phase-transfer catalysis in the two-phase system liquid-liquid proceeds regioselectively at the sulfur atom, regardless of the alkylating agent and phase-transfer catalyst. Phase-transfer oxidation of the 5-alkylthiotetrazoles thus obtained by potassium permanganate is a convenient method for preparation of 5-alkylsulfonyltetrazoles which can be used to synthesize functionally substituted tetrazoles.
Tetrazoles. 33. New method for obtaining functionally substituted tetrazoles
Gol'tsberg,Koldobskii
, p. 1300 - 1304 (2007/10/03)
The interaction of 5-methylsulfonyl-1-phenyltetrazole with C-, N-, and O-nucleophiles at 18-20°C gives high yields of 1-phenyltetrazoles that are functionally substituted on the carbon atom of the heteroring. Prospects are examined for the use of 5-methyl
