2-Iodosylbenzoic acid activated by trifluoromethanesulfonic anhydride: Efficient oxidant and electrophilic reagent for preparation of iodonium salts

Akira Yoshimura; Christopher D. Huss; Akio Saito; Tsugio Kitamura; Viktor V. Zhdankin

doi:10.1039/d1nj03787k

2-Iodosylbenzoic acid activated by trifluoromethanesulfonic anhydride: Efficient oxidant and electrophilic reagent for preparation of iodonium salts

Akira Yoshimura, Christopher D. Huss, Akio Saito, Tsugio Kitamura, Viktor V. Zhdankin

Chemistry & Biochemistry

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

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Abstract

2-Iodosylbenzoic acid in the presence of trifluoromethanesulfonic anhydride is an efficient oxidant and electrophilic reagent useful for preparation of the corresponding alkenyl and aryliodonium salts. Compared to the previously reported methods of electrophilic activation of 2-iodosylbenzoic acid, this procedure is compatible with acid-sensitive functional groups, requires mild reaction conditions, and affords products in higher yields.

Original language	English (US)
Pages (from-to)	16434-16437
Number of pages	4
Journal	New Journal of Chemistry
Volume	45
Issue number	36
DOIs	https://doi.org/10.1039/d1nj03787k
State	Published - Sep 2 2021

Bibliographical note

Funding Information:
(Grant No 16KK0199) and JST CREST (No. JRMJCR19R2). T. K. is thankful to JSPS KAKENHI Grant Number 19K05423.

Funding Information:
This work was supported by a research grant from the National Science Foundation (CHE-1759798). A. S. is thankful to JSPS Fund for the Promotion of Joint International Research

Publisher Copyright:
© The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

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title = "2-Iodosylbenzoic acid activated by trifluoromethanesulfonic anhydride: Efficient oxidant and electrophilic reagent for preparation of iodonium salts",

abstract = "2-Iodosylbenzoic acid in the presence of trifluoromethanesulfonic anhydride is an efficient oxidant and electrophilic reagent useful for preparation of the corresponding alkenyl and aryliodonium salts. Compared to the previously reported methods of electrophilic activation of 2-iodosylbenzoic acid, this procedure is compatible with acid-sensitive functional groups, requires mild reaction conditions, and affords products in higher yields.",

author = "Akira Yoshimura and Huss, {Christopher D.} and Akio Saito and Tsugio Kitamura and Zhdankin, {Viktor V.}",

note = "Funding Information: (Grant No 16KK0199) and JST CREST (No. JRMJCR19R2). T. K. is thankful to JSPS KAKENHI Grant Number 19K05423. Funding Information: This work was supported by a research grant from the National Science Foundation (CHE-1759798). A. S. is thankful to JSPS Fund for the Promotion of Joint International Research Publisher Copyright: {\textcopyright} The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.",

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T1 - 2-Iodosylbenzoic acid activated by trifluoromethanesulfonic anhydride

T2 - Efficient oxidant and electrophilic reagent for preparation of iodonium salts

AU - Yoshimura, Akira

AU - Huss, Christopher D.

AU - Saito, Akio

AU - Kitamura, Tsugio

AU - Zhdankin, Viktor V.

N1 - Funding Information: (Grant No 16KK0199) and JST CREST (No. JRMJCR19R2). T. K. is thankful to JSPS KAKENHI Grant Number 19K05423. Funding Information: This work was supported by a research grant from the National Science Foundation (CHE-1759798). A. S. is thankful to JSPS Fund for the Promotion of Joint International Research Publisher Copyright: © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

PY - 2021/9/2

Y1 - 2021/9/2

N2 - 2-Iodosylbenzoic acid in the presence of trifluoromethanesulfonic anhydride is an efficient oxidant and electrophilic reagent useful for preparation of the corresponding alkenyl and aryliodonium salts. Compared to the previously reported methods of electrophilic activation of 2-iodosylbenzoic acid, this procedure is compatible with acid-sensitive functional groups, requires mild reaction conditions, and affords products in higher yields.

AB - 2-Iodosylbenzoic acid in the presence of trifluoromethanesulfonic anhydride is an efficient oxidant and electrophilic reagent useful for preparation of the corresponding alkenyl and aryliodonium salts. Compared to the previously reported methods of electrophilic activation of 2-iodosylbenzoic acid, this procedure is compatible with acid-sensitive functional groups, requires mild reaction conditions, and affords products in higher yields.

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2-Iodosylbenzoic acid activated by trifluoromethanesulfonic anhydride: Efficient oxidant and electrophilic reagent for preparation of iodonium salts

Abstract

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