Hypervalent iodine chemistry in organic synthesis
This Thematic Series on Hypervalent Iodine Chemistry covers all aspects and highlights current developments of this area. New insights have led to many research activities during the last years, which are clearly reflected in the many high quality contributions assembled in this series. Theoretical work is underpinning the development of novel compounds and catalysts, which have now already been established as powerful metal-free reagents. Their applications in many different areas of chemistry have shown that they often outperform traditional procedures and even allowing new and unusual reactions to take place.
One-pot preparation of 4-aryl-3-bromocoumarins from 4-aryl-2-propynoic acids with diaryliodonium salts, TBAB, and Na2S2O8
- Teppei Sasaki,
- Katsuhiko Moriyama and
- Hideo Togo
Beilstein J. Org. Chem. 2018, 14, 345–353, doi:10.3762/bjoc.14.22
Diels–Alder cycloadditions of N-arylpyrroles via aryne intermediates using diaryliodonium salts
- Huangguan Chen,
- Jianwei Han and
- Limin Wang
Beilstein J. Org. Chem. 2018, 14, 354–363, doi:10.3762/bjoc.14.23
Synthesis of fluoro-functionalized diaryl-λ3-iodonium salts and their cytotoxicity against human lymphoma U937 cells
- Prajwalita Das,
- Etsuko Tokunaga,
- Hidehiko Akiyama,
- Hiroki Doi,
- Norimichi Saito and
- Norio Shibata
Beilstein J. Org. Chem. 2018, 14, 364–372, doi:10.3762/bjoc.14.24
Oxidative cycloaddition of hydroxamic acids with dienes or guaiacols mediated by iodine(III) reagents
- Hisato Shimizu,
- Akira Yoshimura,
- Keiichi Noguchi,
- Victor N. Nemykin,
- Viktor V. Zhdankin and
- Akio Saito
Beilstein J. Org. Chem. 2018, 14, 531–536, doi:10.3762/bjoc.14.39
Enantioselective dioxytosylation of styrenes using lactate-based chiral hypervalent iodine(III)
- Morifumi Fujita,
- Koki Miura and
- Takashi Sugimura
Beilstein J. Org. Chem. 2018, 14, 659–663, doi:10.3762/bjoc.14.53
Chlorination of phenylallene derivatives with 1-chloro-1,2-benziodoxol-3-one: synthesis of vicinal-dichlorides and chlorodienes
- Zhensheng Zhao and
- Graham K. Murphy
Beilstein J. Org. Chem. 2018, 14, 796–802, doi:10.3762/bjoc.14.67
One-pot synthesis of diaryliodonium salts from arenes and aryl iodides with Oxone–sulfuric acid
- Natalia Soldatova,
- Pavel Postnikov,
- Olga Kukurina,
- Viktor V. Zhdankin,
- Akira Yoshimura,
- Thomas Wirth and
- Mekhman S. Yusubov
Beilstein J. Org. Chem. 2018, 14, 849–855, doi:10.3762/bjoc.14.70
2-Iodo-N-isopropyl-5-methoxybenzamide as a highly reactive and environmentally benign catalyst for alcohol oxidation
- Takayuki Yakura,
- Tomoya Fujiwara,
- Akihiro Yamada and
- Hisanori Nambu
Beilstein J. Org. Chem. 2018, 14, 971–978, doi:10.3762/bjoc.14.82
Cross-coupling of dissimilar ketone enolates via enolonium species to afford non-symmetrical 1,4-diketones
- Keshaba N. Parida,
- Gulab K. Pathe,
- Shimon Maksymenko and
- Alex M. Szpilman
Beilstein J. Org. Chem. 2018, 14, 992–997, doi:10.3762/bjoc.14.84
Preparation, structure, and reactivity of bicyclic benziodazole: a new hypervalent iodine heterocycle
- Akira Yoshimura,
- Michael T. Shea,
- Cody L. Makitalo,
- Melissa E. Jarvi,
- Gregory T. Rohde,
- Akio Saito,
- Mekhman S. Yusubov and
- Viktor V. Zhdankin
Beilstein J. Org. Chem. 2018, 14, 1016–1020, doi:10.3762/bjoc.14.87
Fluorocyclisation via I(I)/I(III) catalysis: a concise route to fluorinated oxazolines
- Felix Scheidt,
- Christian Thiehoff,
- Gülay Yilmaz,
- Stephanie Meyer,
- Constantin G. Daniliuc,
- Gerald Kehr and
- Ryan Gilmour
Beilstein J. Org. Chem. 2018, 14, 1021–1027, doi:10.3762/bjoc.14.88
Hypervalent iodine-mediated Ritter-type amidation of terminal alkenes: The synthesis of isoxazoline and pyrazoline cores
- Sang Won Park,
- Soong-Hyun Kim,
- Jaeyoung Song,
- Ga Young Park,
- Darong Kim,
- Tae-Gyu Nam and
- Ki Bum Hong
Beilstein J. Org. Chem. 2018, 14, 1028–1033, doi:10.3762/bjoc.14.89
Imide arylation with aryl(TMP)iodonium tosylates
- Souradeep Basu,
- Alexander H. Sandtorv and
- David R. Stuart
Beilstein J. Org. Chem. 2018, 14, 1034–1038, doi:10.3762/bjoc.14.90
Hypervalent iodine-guided electrophilic substitution: para-selective substitution across aryl iodonium compounds with benzyl groups
- Cyrus Mowdawalla,
- Faiz Ahmed,
- Tian Li,
- Kiet Pham,
- Loma Dave,
- Grace Kim and
- I. F. Dempsey Hyatt
Beilstein J. Org. Chem. 2018, 14, 1039–1045, doi:10.3762/bjoc.14.91
Hypervalent iodine(III)-mediated decarboxylative acetoxylation at tertiary and benzylic carbon centers
- Kensuke Kiyokawa,
- Daichi Okumatsu and
- Satoshi Minakata
Beilstein J. Org. Chem. 2018, 14, 1046–1050, doi:10.3762/bjoc.14.92
Selective carboxylation of reactive benzylic C–H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system
- Toshifumi Dohi,
- Shohei Ueda,
- Kosuke Iwasaki,
- Yusuke Tsunoda,
- Koji Morimoto and
- Yasuyuki Kita
Beilstein J. Org. Chem. 2018, 14, 1087–1094, doi:10.3762/bjoc.14.94
Iodine(III)-mediated halogenations of acyclic monoterpenoids
- Laure Peilleron,
- Tatyana D. Grayfer,
- Joëlle Dubois,
- Robert H. Dodd and
- Kevin Cariou
Beilstein J. Org. Chem. 2018, 14, 1103–1111, doi:10.3762/bjoc.14.96
Recyclable hypervalent-iodine-mediated solid-phase peptide synthesis and cyclic peptide synthesis
- Dan Liu,
- Ya-Li Guo,
- Jin Qu and
- Chi Zhang
Beilstein J. Org. Chem. 2018, 14, 1112–1119, doi:10.3762/bjoc.14.97
Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent
- Elsa Deruer,
- Vincent Hamel,
- Samuel Blais and
- Sylvain Canesi
Beilstein J. Org. Chem. 2018, 14, 1203–1207, doi:10.3762/bjoc.14.101
Rhodium-catalyzed C–H functionalization of heteroarenes using indoleBX hypervalent iodine reagents
- Erwann Grenet,
- Ashis Das,
- Paola Caramenti and
- Jérôme Waser
Beilstein J. Org. Chem. 2018, 14, 1208–1214, doi:10.3762/bjoc.14.102
Investigations of alkynylbenziodoxole derivatives for radical alkynylations in photoredox catalysis
- Yue Pan,
- Kunfang Jia,
- Yali Chen and
- Yiyun Chen
Beilstein J. Org. Chem. 2018, 14, 1215–1221, doi:10.3762/bjoc.14.103
A survey of chiral hypervalent iodine reagents in asymmetric synthesis
- Soumen Ghosh,
- Suman Pradhan and
- Indranil Chatterjee
Beilstein J. Org. Chem. 2018, 14, 1244–1262, doi:10.3762/bjoc.14.107
Atom-economical group-transfer reactions with hypervalent iodine compounds
- Andreas Boelke,
- Peter Finkbeiner and
- Boris J. Nachtsheim
Beilstein J. Org. Chem. 2018, 14, 1263–1280, doi:10.3762/bjoc.14.108
Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination
- Jiyun Sun,
- Xiaohua Zhen,
- Huaibin Ge,
- Guangtao Zhang,
- Xuechan An and
- Yunfei Du
Beilstein J. Org. Chem. 2018, 14, 1452–1458, doi:10.3762/bjoc.14.123
Metal-free formal synthesis of phenoxazine
- Gabriella Kervefors,
- Antonia Becker,
- Chandan Dey and
- Berit Olofsson
Beilstein J. Org. Chem. 2018, 14, 1491–1497, doi:10.3762/bjoc.14.126
Hypervalent organoiodine compounds: from reagents to valuable building blocks in synthesis
- Gwendal Grelier,
- Benjamin Darses and
- Philippe Dauban
Beilstein J. Org. Chem. 2018, 14, 1508–1528, doi:10.3762/bjoc.14.128
Glycosylation reactions mediated by hypervalent iodine: application to the synthesis of nucleosides and carbohydrates
- Yuichi Yoshimura,
- Hideaki Wakamatsu,
- Yoshihiro Natori,
- Yukako Saito and
- Noriaki Minakawa
Beilstein J. Org. Chem. 2018, 14, 1595–1618, doi:10.3762/bjoc.14.137
DFT calculations on the mechanism of copper-catalysed tandem arylation–cyclisation reactions of alkynes and diaryliodonium salts
- Tamás Károly Stenczel,
- Ádám Sinai,
- Zoltán Novák and
- András Stirling
Beilstein J. Org. Chem. 2018, 14, 1743–1749, doi:10.3762/bjoc.14.148
Synthesis of spirocyclic scaffolds using hypervalent iodine reagents
- Fateh V. Singh,
- Priyanka B. Kole,
- Saeesh R. Mangaonkar and
- Samata E. Shetgaonkar
Beilstein J. Org. Chem. 2018, 14, 1778–1805, doi:10.3762/bjoc.14.152
Recent advances in hypervalent iodine(III)-catalyzed functionalization of alkenes
- Xiang Li,
- Pinhong Chen and
- Guosheng Liu
Beilstein J. Org. Chem. 2018, 14, 1813–1825, doi:10.3762/bjoc.14.154
Preparation and X-ray structure of 2-iodoxybenzenesulfonic acid (IBS) – a powerful hypervalent iodine(V) oxidant
- Irina A. Mironova,
- Pavel S. Postnikov,
- Rosa Y. Yusubova,
- Akira Yoshimura,
- Thomas Wirth,
- Viktor V. Zhdankin,
- Victor N. Nemykin and
- Mekhman S. Yusubov
Beilstein J. Org. Chem. 2018, 14, 1854–1858, doi:10.3762/bjoc.14.159
Hypervalent iodine compounds for anti-Markovnikov-type iodo-oxyimidation of vinylarenes
- Igor B. Krylov,
- Stanislav A. Paveliev,
- Mikhail A. Syroeshkin,
- Alexander A. Korlyukov,
- Pavel V. Dorovatovskii,
- Yan V. Zubavichus,
- Gennady I. Nikishin and
- Alexander O. Terent’ev
Beilstein J. Org. Chem. 2018, 14, 2146–2155, doi:10.3762/bjoc.14.188
Determining the predominant tautomeric structure of iodine-based group-transfer reagents by 17O NMR spectroscopy
- Nico Santschi,
- Cody Ross Pitts,
- Benson J. Jelier and
- René Verel
Beilstein J. Org. Chem. 2018, 14, 2289–2294, doi:10.3762/bjoc.14.203
The mechanochemical synthesis of quinazolin-4(3H)-ones by controlling the reactivity of IBX
- Md Toufique Alam,
- Saikat Maiti and
- Prasenjit Mal
Beilstein J. Org. Chem. 2018, 14, 2396–2403, doi:10.3762/bjoc.14.216
