Nitrobenzoxadiazole derivatives as nitric oxide donors: ESR study using spin trapping

Сереженков, В. А.; Tkachev, N. A.; Semenyuk, Yu. P.; Kurbatov, S. V.; Kharchenko, E. Yu.; Chistyakov, V. A.

doi:10.1007/s11172-017-1702-2

Cited by 3 publications

(1 citation statement)

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“…Structure elucidation of the products included several points. First of all we had to determine the position of exocyclic oxygen atom in furoxan ring since 1‐oxide/3‐oxide isomerisation typical for benzofuroxans may take place leading to formation of more thermodynamically stable furoxan isomer ,. On the other hand the stereochemistry of the dipole addition, in particular, addition of the second equivalent of azomethine ylide was not clear.…”

Section: Resultsmentioning

confidence: 99%

Unusual Pericyclic Reactivity of 4‐Nitrobenzofuroxans in 1,3‐Dipolar Cycloaddition with N‐Benzyl Azomethine Ylide – A New Example of Multiple C–C‐Bond Forming Transformations.

et al. 2018

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A series of 4‐nitrobenzofuroxans were examined in [3+2]‐cycloaddition reactions with N‐benzyl azomethine ylide. The reaction outcome was found to be dependent on the nature of substituent 7‐R: for R=H and SR’ the products of double cycloaddition of the dipole were isolated, whereas for R=CH3, OR’ and NR'R” tetrahydroisoindoles annelated with furoxan ring were the sole products. As a result efficient chemoselective method for the synthesis of mono‐ and bis‐pyrrolidine fused benzofuroxan derivatives was developed.

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Section: Resultsmentioning

confidence: 99%