Serendipitous pathway to naphtho[2,1-<i>b</i>]furan and its thioether enabled by triflic acid and thiol-mediated reaction

We have developed a selective method for 2-phenyl naphthofuran and thio-ether derivatives using hydroxy naphthofuranone and thiols in triflic acid. Product selectivity is controlled by altering the reagent equivalents. This broad-scope, acid-mediated strategy enables diverse functionalization, overcoming regioselectivity challenges and providing a valuable tool for medicinal chemistry and organic synthesis.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc00753d
Citations
1
Primary Topic
Synthesis and Reactivity of Sulfur-Containing Compounds
Type
article
Field-Weighted Citation Impact
0.94
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article

Serendipitous pathway to naphtho[2,1-b]furan and its thioether enabled by triflic acid and thiol-mediated reaction

Bhaskaran Shankar, Subburethinam Ramesh, Vijayakumar Hemamalini
1 citations
Chemical Communications
Synthesis and Reactivity of Sulfur-Containing Compounds
0.94
article

Serendipitous pathway to naphtho[2,1-b]furan and its thioether enabled by triflic acid and thiol-mediated reaction

Bhaskaran Shankar, Subburethinam Ramesh, Vijayakumar Hemamalini
article en
1 citations

Abstract

We have developed a selective method for 2-phenyl naphthofuran and thio-ether derivatives using hydroxy naphthofuranone and thiols in triflic acid. Product selectivity is controlled by altering the reagent equivalents. This broad-scope, acid-mediated strategy enables diverse functionalization, overcoming regioselectivity challenges and providing a valuable tool for medicinal chemistry and organic synthesis.

Chemical CommunicationsVol. 61(34)
SASTRA University (IN)
Openalex Percentile: Top 28%
Synthesis and Reactivity of Sulfur-Containing Compounds
0.94
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