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. 2025 Aug 12.
doi: 10.1039/d5sc05002b. Online ahead of print.

Thiol-free arene C-H thioesterification enabled by a photoactive electron donor-acceptor complex

Yan-Qiu Jiang  1 , Ang Gao  1 , Ming-Chen Fu  1
Affiliations

Thiol-free arene C-H thioesterification enabled by a photoactive electron donor-acceptor complex

Yan-Qiu Jiang et al. Chem Sci. .

Abstract

We herein report a catalyst- and thiol-free method for synthesizing thioesters from arenes, carboxylic acids, and tetramethylthiourea in a one-pot process, by combining arene activation via the interrupted Pummerer reaction with an electron donor-acceptor complex strategy. The method enables late-stage modification of complex bioactive molecules, and operates effectively under natural sunlight, highlighting its potential synthetic value.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. Synthetic strategies for thioesters.
Scheme 2
Scheme 2. One-pot C–H thioesterification sequence directly from unfunctionalized arene 1.
Scheme 3
Scheme 3. Mechanistic studies.
See this image and copyright information in PMC

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References

    1. Agouridas V. El Mahdi O. Diemer V. Cargoët M. Monbaliu J.-C. M. Melnyk O. Chem. Rev. 2019;119:7328. - PubMed
    1. Wang M. Dai Z. Jiang X. Nat. Commun. 2019;10:2661. - PMC - PubMed
    1. Bannin T. J. Kiesewetter M. K. Macromolecules. 2015;48:5481. - PMC - PubMed
    1. Kanda Y. Ashizawa T. Kakita S. Takahashi Y. Kono M. Yoshida M. Saitoh Y. Okabe M. J. Med. Chem. 1999;42:1330. - PubMed
    1. Wang N. Saidhareddy P. Jiang X. Nat. Prod. Rep. 2020;37:246. - PubMed

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