天堂网亚洲,天天操天天搞,91视频高清,菠萝蜜视频在线观看入口,美女视频性感美女视频,95丝袜美女视频国产,超高清美女视频图片

ChemicalBook >> journal list >> Green Chemistry >>article
Green Chemistry

Green Chemistry

IF: 9.3
Download PDF

Electrochemical triamination of alkynes: controllable synthesis of functionalized indolines and indoles?

Published:1 January 2022 DOI: 10.1039/d2gc01129h
Xiangtai Meng , Hehua Xu , Rui Liu , Yu Zheng , Shenlin Huang

Abstract

Electrochemically generated N-radicals are powerful reactive intermediates to construct N-heterocycles. However, these N-centered radicals have never been employed in the trifunctionalization of alkynes. We herein report an unprecedented electrocatalytic triamination of alkynes via N–H cleavage, enabling controllable access to a variety of 2,3-diimino indolines and 2,3-diamino indoles. This sustainable strategy employs 2,2,6,6-tetramethylpiperidinooxy (TEMPO) as the redox catalyst and avoids the undesirable use of terminal oxidants, transition metals, and explosive reagents. Mechanistic investigations suggest that this triamination reaction might proceed via 5-endo-dig cyclization of a N-centered radical and two successive radical couplings with a nitrenium intermediate. Furthermore, this triamination strategy concurrently assembles indole scaffolds and two additional amino substituents from readily available anilines, and therefore rapidly increases molecular complexity allowing further synthetic transformations of the 2,3-diamino indole core.

Substances (2)

Related products
Procduct Name CAS Molecular Formula Supplier Price
TEMPO 2564-83-2 C9H18NO* 658 suppliers $6.00-$2433.70
4-OCTYLBENZYLAMINE 176956-02-8 C15H25N 12 suppliers Inquiry