Synthesis of β-Hydroxy Aryl Selenides via Transition-Metal-Free Three-Component Reaction of Arylamines, Elemental Selenium, and Epoxides

Abstract

An efficient protocol for the construction of valuable β-hydroxy aryl selenides from easily available arylamines, elemental selenium, and epoxides through a transition-metal-free radical process is described. A wide variety of β-hydroxy aryl selenides were obtained in good to excellent yields with excellent stereo- and regioselectivity. In this reaction, two C–Se bonds can be built along with the cleavage of a C–N and C–O bond, demonstrating the high step economy and efficiency of this approach.

Key words

arylamines - elemental selenium - β-hydroxy aryl selenides - epoxides - radical reactions

Publication History

Received: 23 February 2021

Accepted after revision: 05 May 2021

Accepted Manuscript online:
05 May 2021

Article published online:
31 May 2021

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