Acid-triggered cascade cyclization pathways of enynes: A rapid access to fused polycyclic products

Herein, we present a novel acid-triggered cyclization of enyne biaryl systems, producing discrete phenanthrene-fused polycyclic (tri-/tetra-/penta-cyclic) products, depending upon the stereoelectronic effects of substituents. Notably, the accomplished pentacyclic structures constitute the complete core structures of natural products, namely clostrubin and borolithochromes, offering a rapid synthetic route. In addition, the absorption and emission properties of the synthesized products have been studied.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc02143j
Citations
5
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
4.68

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article

Acid-triggered cascade cyclization pathways of enynes: A rapid access to fused polycyclic products

Gedu Satyanarayana, Komal Goel, Divya Shree
5 citations
Chemical Communications
Catalytic Alkyne Reactions
4.68
article

Acid-triggered cascade cyclization pathways of enynes: A rapid access to fused polycyclic products

Gedu Satyanarayana, Komal Goel, Divya Shree
article en
5 citations

Abstract

Herein, we present a novel acid-triggered cyclization of enyne biaryl systems, producing discrete phenanthrene-fused polycyclic (tri-/tetra-/penta-cyclic) products, depending upon the stereoelectronic effects of substituents. Notably, the accomplished pentacyclic structures constitute the complete core structures of natural products, namely clostrubin and borolithochromes, offering a rapid synthetic route. In addition, the absorption and emission properties of the synthesized products have been studied.

Chemical CommunicationsVol. 61(61)
Indian Institute of Technology Hyderabad (IN)
Science and Engineering Research Board
Clean water and sanitation
Openalex Percentile: Top 5%
Catalytic Alkyne Reactions
4.68
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