Synthesis 2017; 49(03): 677-684
DOI: 10.1055/s-0036-1588127
paper
© Georg Thieme Verlag Stuttgart · New York

Four-Component Reaction between Secondary Phosphines, Primary Amines, Aldehydes, and Chalcogens: A Facile Access to Functionalized α-Aminophosphine Chalcogenides

Alexander V. Artem’ev
a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
,
Nikita A. Kolyvanov
a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
,
Ludmila A. Oparina
a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
,
Nina K. Gusarova
a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
,
Anastasiya O. Sutyrina
a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
,
Irina Yu. Bagryanskaya
b   N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences, 9, Akad. Lavrentiev Ave., Novosibirsk 630090, Russian Federation
c   Novosibirsk State University (National Research University), Department of Natural Sciences, 2, Pirogova Str., Novosibirsk 630090, Russian Federation
,
Boris A. Trofimov*
a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
› Author Affiliations
Further Information

Publication History

Received: 26 July 2016

Accepted after revision: 04 December 2016

Publication Date:
19 December 2016 (online)


Abstract

The original four-component reaction between secondary phosphines, primary amines, aldehydes, and elemental sulfur or selenium occurs chemoselectively under mild conditions (60 °C, benzene, 3–9 h) to afford the hitherto unknown functionalized α-aminophosphine sulfides and selenides in good to excellent yields.

Supporting Information