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Reaction of N,N′-Methylenebis(trifluoromethanesulfonamide) with Styrene under Oxidative Conditions


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Abstract

The reaction of N,N′-methylenebis(trifluoromethanesulfonamide) with styrene in the oxidative system t-BuOCl/NaI affords triflamide, 2-iodo-1-phenylethanol, N,N′-bis(trifluoromethanesulfonyl)urea, and the product of styrene bistriflamidation. The mechanism is proposed involving hydrolysis and oxidation of the starting N,N′-methylenebis(trifluoromethanesulfonamide).

About the authors

M. Yu. Moskalik

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

V. V. Astakhova

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

A. S. Ganin

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

B. A. Shainyan

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Author for correspondence.
Email: bagrat@irioch.irk.ru
Russian Federation, ul. Favorskogo 1, Irkutsk, 664033

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