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Current Organic Chemistry

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ISSN (Online): 1875-5348

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Mini-Review Article

Construction of C-S and C-Se Bonds Mediated by Hypervalent Iodine Reagents Under Metal-Free Conditions

Author(s): Yifu Cheng, Guangchen Li, Luchen Jiang, Yunyi Dong, Xiangyu Zhan, Fengxia Sun and Yunfei Du*

Volume 26, Issue 21, 2022

Published on: 22 August, 2022

Page: [1935 - 1953] Pages: 19

DOI: 10.2174/1385272826666220620153347

Price: $65

Abstract

In the past few decades, the chemistry of hypervalent iodine reagents has undergone a flourishing development in synthetic organic chemistry owing to their mild oxidative, low toxicity, air and moisture stability, and environmentally benign features. A plethora of oxidative coupling reactions have been conducted using hypervalent iodine reagents as nonmetallic oxidants. In particular, the C-S and C-Se bond-forming reactions mediated by hypervalent iodine reagents have emerged as a powerful approach in the construction of Scontaining and Se-containing heterocycles or building blocks. In these reactions, hypervalent iodine reagents behave as strong oxidants or electrophiles and activate the S-containing or Secontaining species to form more electrophilic cationic or radical intermediates, which participate in subsequent coupling reactions. It is anticipated that this review summarizes all C–S and C-Se bonds forming reactions enabled by hypervalent iodine reagents under metal-free conditions.

Keywords: Hypervalent iodine reagent, oxidative coupling, C-S bond formation, C-Se bond formation, metal-free conditions, organic transformation, iodine chemistry.

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