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New N-substituted sulfinamides of neomenthane series

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Abstract

A reaction of neomenthanethiol with ammonia and N-chlorosuccinimide with subsequent addition of aromatic aldehydes leads to chiral N-arylideneneomenthylsulfenimines, whose oxidation at the sulfur atom gives N-arylideneneomenthylsulfinimines. The reactions of N-arylideneneomenthylsulfinimines with lithium aluminum hydride or Grignard reagents proceed at the imine fragment and lead to the corresponding N-benzylneomenthylsulfinamides.

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Correspondence to E. S. Izmest’ev.

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Dedicated to Academician of the Russian Academy of Sciences M. P. Egorov on the occasion of his 60th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2367–2376, Novemer, 2013.

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Izmest’ev, E.S., Sudarikov, D.V., Rubtsova, S.A. et al. New N-substituted sulfinamides of neomenthane series. Russ Chem Bull 62, 2367–2376 (2013). https://doi.org/10.1007/s11172-013-0343-3

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  • DOI: https://doi.org/10.1007/s11172-013-0343-3

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