Synthesis of Functionalized Diorganyl Selenides from Selenium Dihalides and Allylic Aromatic Compounds


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Abstract

Hitherto unknown addition and methoxyselenation reactions of selenium dihalides with methyl eugenol and allyl naphth-1-yl ether were studied. The addition and methoxyselenation reactions of selenium dihalides with methyl eugenol led mainly to Markovnikov products, while the formation of anti-Markovnikov products prevailed in the reactions with allyl naphth-1-yl ether. Families of novel functionalized selenides, including bis[3-(3,4-dimethoxyphenyl)-2-methoxy- and -2-haloprop-1-yl] selenides, bis[3-(3,4-dimethoxyphenyl)-1-methoxy- and -1-haloprop-2-yl] selenides, bis[3-(naphth-1-yl)-1-methoxy- and -1-haloprop-1-yl] selenides, bis[3-(naphth-1-yl)-2-methoxy- and -2-haloprop-1-yl] selenides, were synthesized.

About the authors

M. V. Musalov

Favorskii Irkutsk Institute of Chemistry, SB, RAS

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

V. A. Yakimov

Favorskii Irkutsk Institute of Chemistry, SB, RAS

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

V. A. Potapov

Favorskii Irkutsk Institute of Chemistry, SB, RAS

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

S. V. Amosova

Favorskii Irkutsk Institute of Chemistry, SB, RAS

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

S. V. Zinchenko

Favorskii Irkutsk Institute of Chemistry, SB, RAS

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

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