Electrophilic Amide Activation under Mild Conditions Using 2,2,2-Trifluoroethyl Iodonium Salt: Access to Esters and Benzoxazoles

Tiancheng Zhong; Hugo Amistadi-Revol; Julie Tremblais; Sébastien Prévost

doi:10.1021/acs.orglett.5c02352

Electrophilic Amide Activation under Mild Conditions Using 2,2,2-Trifluoroethyl Iodonium Salt: Access to Esters and Benzoxazoles

Tiancheng Zhong
, Hugo Amistadi-Revol
, Julie Tremblais
, Sébastien Prévost

Laboratoire de Synthèse Organique

Research output: Contribution to journal › Article › peer-review

Abstract

The amide functional group is a key chemical moiety widely found in nature yet is generally considered poorly reactive. We report an electrophilic activation strategy using 2,2,2-trifluoroethyl(mesityl)iodonium triflate under very mild conditions. This approach enables the conversion of amides into esters as well as heteroaromatic derivatives.

Original language	English
Pages (from-to)	8858-8862
Number of pages	5
Journal	Organic Letters
Volume	27
Issue number	32
DOIs	https://doi.org/10.1021/acs.orglett.5c02352
Publication status	Published - 15 Aug 2025
Externally published	Yes

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10.1021/acs.orglett.5c02352

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abstract = "The amide functional group is a key chemical moiety widely found in nature yet is generally considered poorly reactive. We report an electrophilic activation strategy using 2,2,2-trifluoroethyl(mesityl)iodonium triflate under very mild conditions. This approach enables the conversion of amides into esters as well as heteroaromatic derivatives.",

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T2 - Access to Esters and Benzoxazoles

AU - Zhong, Tiancheng

AU - Amistadi-Revol, Hugo

AU - Tremblais, Julie

AU - Prévost, Sébastien

PY - 2025/8/15

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AB - The amide functional group is a key chemical moiety widely found in nature yet is generally considered poorly reactive. We report an electrophilic activation strategy using 2,2,2-trifluoroethyl(mesityl)iodonium triflate under very mild conditions. This approach enables the conversion of amides into esters as well as heteroaromatic derivatives.

UR - https://www.scopus.com/pages/publications/105013549000

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DO - 10.1021/acs.orglett.5c02352

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JO - Organic Letters

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ER -

Electrophilic Amide Activation under Mild Conditions Using 2,2,2-Trifluoroethyl Iodonium Salt: Access to Esters and Benzoxazoles

Abstract

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