Visible-Light-Induced Metal-Free Selenation of Tryptamines/3-Substituted Indoles

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Synthesis-Stuttgart Pub Date : 2023-04-11 DOI:10.1055/a-2112-2353

Shashank Singh, Kalyan S. Naskar, Arindam Kundu, Ravi P. Singh

引用次数: 0

Abstract

Visible light mediated novel metal-free, oxidant free phosphoric acid catalysed method for the synthesis of 2-selanyl NHCbz-tryptamine/3-subtituted indole is presented. This direct C-2 selenation strategy, with environmental benign conditions by reaction of tryptamine/3-substituted indole and diaryl/dialkyl selenide, allows access to a wide range of 2-aryl/alkyl selanyl NHCbz-tryptamines/3-substituted indoles. An experimental investigation using UV-Vis, Cyclic voltammetry and controlled experiments sheds insight on the plausible mechanism.

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可见光诱导的无金属硒化色胺/3-取代吲哚

提出了一种可见光介导无金属、无氧化剂磷酸催化合成2-selanyl NHCbz-tryptamine/3-取代吲哚的新方法。这种直接的C-2硒化策略，在良好的环境条件下，通过色胺/3-取代吲哚和二芳基/二烷基硒化反应，可以获得广泛的2-芳基/烷基色胺基nhcbz色胺/3-取代吲哚。通过紫外可见法、循环伏安法和对照实验对其机理进行了深入的研究。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Synthesis-Stuttgart 化学-有机化学

CiteScore

4.50

自引率

7.70%

发文量

435

审稿时长

1 months

期刊介绍： SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.