Regioselective annulation reaction of 2-arylidene-1,3-indandiones towards synthesis of spirocyclopentenes: Understanding the mechanism of γ-attack: Vs. α-attack using DFT studies

Shaik Anwar*, Li Tzu Lin, V. Srinivasadesikan, Veera Babu Gudise, Kwunmin Chen

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

2 引文 斯高帕斯(Scopus)

摘要

A regioselective [3+2] cyclisation reaction between 2-arylidene-1,3-indanedione and ethyl 2,3-butadienoate catalysed by triphenylphosphine has been demonstrated to synthesize functionalised spirocyclic cyclopentenes. The reaction tolerated various electron-rich and electron-deficient aryl substituted 2-arylidene-1,3-indanediones with high to excellent chemical yields (up to 99%) and moderate to good regioselectivity (up to 5 : 1). DFT studies have also been carried out to understand the regioselective nature of this reaction. The results of Frontier molecular orbital calculations and the activation energy (Ea) favour the formation of compound 3avia γ-attack compared to that of 4avia α-attack. This journal is

原文英語
頁(從 - 到)38648-38653
頁數6
期刊RSC Advances
11
發行號61
DOIs
出版狀態已發佈 - 2021 12月 1

ASJC Scopus subject areas

  • 化學 (全部)
  • 化學工程 (全部)

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