Oxidative Addition of a Hypervalent Iodine Compound to Cycloplatinated(II) Complexes for the C–O Bond Construction: Effect of Cyclometalated Ligands

The role of hypervalent iodine(iii) reagents in promoting alkoxylation of unactivated C(sp3)–H bonds catalyzed by palladium(ii) complexes

Chemical Science ◽

10.1039/d1sc01230d ◽

2021 ◽

Author(s):

Payam Abdolalian ◽

Samaneh K. Tizhoush ◽

Kaveh Farshadfar ◽

Alireza Ariafard

Keyword(s):

Dft Calculations ◽

Oxidative Addition ◽

Hypervalent Iodine

This work uses DFT calculations to explore Pd(ii)-catalysed iodine(iii)-mediated alkoxylation of unactivated C(sp3)–H bonds and reveals how important the isomerization is in triggering the oxidative addition of ArIX2 to Pd(ii).

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ChemInform Abstract: Reaction of Silyl Enol Ethers with Phosphite Using Hypervalent Iodine Compound: A New Synthesis of 2-Aryl-2-oxoalkylphosphonates.

ChemInform ◽

10.1002/chin.199441170 ◽

2010 ◽

Vol 25 (41) ◽

pp. no-no

Author(s):

D. Y. KIM ◽

J. Y. MANG ◽

D. Y. OH

Keyword(s):

Hypervalent Iodine ◽

Enol Ethers ◽

Compound A ◽

Silyl Enol Ethers ◽

Iodine Compound ◽

New Synthesis

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Preparation of an aliphatic-substituted hypervalent iodine compound, tetracoordinate 1,2-iodoxetane 1-oxide, and its application to oxidation

Tetrahedron Letters ◽

10.1016/j.tetlet.2004.09.022 ◽

2004 ◽

Vol 45 (44) ◽

pp. 8173-8175 ◽

Cited By ~ 15

Author(s):

Naokazu Kano ◽

Masaki Ohashi ◽

Kazuhisa Hoshiba ◽

Takayuki Kawashima

Keyword(s):

Hypervalent Iodine ◽

Iodine Compound

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Stereoselective Oxidative Cyclization of N-Allyl Benzamides to Oxazolines

10.26434/chemrxiv.14501556.v1 ◽

2021 ◽

Author(s):

Ayham Abazid ◽

Tom-Niklas Hollwedel ◽

Boris Nachtsheim

Keyword(s):

Oxidative Cyclization ◽

Hypervalent Iodine ◽

Iodine Compound

This manuscript describes a highly enantioselective oxidative cyclization of N-Allyl Benzamides and derivatives thereof. This method uses a chiral triazole-based iodine catalyst to generate a hypervalent iodine compound in situ as the active catalytic species. Besides oxazolines, other N-heterocylces such as thiazolines, imidazolines as well as oxanines can be generated in high optical purities. <br>

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Charge-Transfer-Induced para-Selective sp2 C–H Bond Activation of Arenes by Use of a Hypervalent Iodine Compound: A Theoretical Study

The Journal of Organic Chemistry ◽

10.1021/acs.joc.6b03050 ◽

2017 ◽

Vol 82 (6) ◽

pp. 2984-2991 ◽

Cited By ~ 20

Author(s):

Jiyang Zhao ◽

Shuhua Li

Keyword(s):

Charge Transfer ◽

Bond Activation ◽

Theoretical Study ◽

Hypervalent Iodine ◽

Compound A ◽

Iodine Compound

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Cu-Catalyzed Oxidative 3-Amination of Indoles via Formation of Indolyl(aryl)iodonium Imides Using o-Substituted (Diacetoxyiodo)arene as a High-Performance Hypervalent Iodine Compound

Molecules ◽

10.3390/molecules24061147 ◽

2019 ◽

Vol 24 (6) ◽

pp. 1147 ◽

Cited By ~ 1

Author(s):

Kazuhiro Watanabe ◽

Katsuhiko Moriyama

Keyword(s):

High Performance ◽

Coupling Reaction ◽

Hypervalent Iodine ◽

Indole Derivatives ◽

Iodine Compound

An oxidative 3-amination of indole derivatives using hypervalent iodine(III) and bissulfonimides, which proceeds via the formation of indolyl(aryl)iodonium imides, was developed. This reaction was followed by an indole-selective copper-catalyzed oxidative C–N coupling reaction to obtain 3-amino indole derivatives as single regioisomers. o-Alkoxy(diacetoxyiodo)arenes showed higher reactivity in the reaction than o-alkyl(diacetoxyiodo)arenes, efficiently promoting the formation of indolyl(aryl)iodonium imides in the first step.

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