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Synthesis 2019; 51(21): 3989-3997
DOI: 10.1055/s-0039-1690179
DOI: 10.1055/s-0039-1690179
paper
Synthesis of Aza-polyquinanes via Fischer Indolization and Ring-Rearrangement Metathesis as Key Steps
We thank the Defence Research and Development Organisation (DRDO; Project Code. RD/0117-ARDB000-004), New Delhi, India for financial assistance. S.K. thanks the Department of Science and Technology for the award of a J.C. Bose fellowship (SR/S2/JCB-33/2010), Praj industries, Pune, for Pramod Chaudhari Chair Professorship (Green Chemistry). R.R.K. thanks the Defence Research and Development Organisation (DRDO), New Delhi, India. S.A. thanks the University Grants Commission (UGC) for a fellowship.Further Information
Publication History
Received: 03 May 2019
Accepted after revision: 25 July 2019
Publication Date:
26 August 2019 (online)
Abstract
Herein, we describe a simple synthetic strategy to assemble aza-polyquinane systems containing an indole motif by employing the Fischer indolization and ring-rearrangement metathesis as key steps. The precursor used here is exo-dicyclopentadienone, which is derived from less explored exo-dicyclopentadiene. By using this approach, several aza-polyquinanes that contain indole units and fused medium rings (eight- and nine-membered rings) were synthesized in good yields.
Key words
exo-dicyclopentadiene - Fischer indolization - ring-rearrangement metathesis - aza-polyquinane - medium rings - polycyclicSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690179.
- Supporting Information
- CIF File
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