Recyclable Hypervalent-Iodine-Mediated Dehydrogenative α,β′-Bifunctionalization of β-Keto Esters Under Metal-Free Conditions

2015 ◽  
Vol 21 (37) ◽  
pp. 13052-13057 ◽  
Author(s):  
Ya-Nan Duan ◽  
Li-Qian Cui ◽  
Lin-Hong Zuo ◽  
Chi Zhang
Keyword(s):  
Hypervalent Iodine ◽  
Metal Free ◽  
Keto Esters

Regioselective C3-H Trifluoromethylation of 2H-Indazole Under Transition-Metal-Free Photoredox Catalysis

2019 ◽  
Author(s):  
Arumugavel Murugan ◽  
Venkata Nagarjuna Babu ◽  
Nagaraj Sabarinathan ◽  
Sharada Duddu. S
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Practical Approach ◽  
Hypervalent Iodine ◽  
Radical Mechanism ◽  
Photoredox Catalysis ◽  
Metal Free

Here we report a visible-light-promoted metal-free regioselective C3-H trifluoromehtylation reaction that proceeds via radical mechanism and which supported by control experiments. The combination of photoredox catalysis and hypervalent iodine reagent provides a practical approach for the present trifluoromethylation reaction and synthesis of a library of trifluoromethylated indazoles.

Formation of Carbon-Oxygen Bond Mediated by Hypervalent Iodine Reagents Under Metal-free Conditions

2020 ◽  
Vol 17 ◽  
Author(s):  
Ayesha Jalil ◽  
Yaxin O Yang ◽  
Zhendong Chen ◽  
Rongxuan Jia ◽  
Tianhao Bi ◽  
...  
Keyword(s):  
Natural Products ◽  
Bond Formation ◽  
Building Blocks ◽  
Review Article ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Bioactive Natural Products ◽  
The Past ◽  
Oxygen Bond ◽  
Privileged Scaffolds

: Hypervalent iodine reagents are a class of non-metallic oxidants have been widely used in the construction of several sorts of bond formations. This surging interest in hypervalent iodine reagents is essentially due to their very useful oxidizing properties, combined with their benign environmental character and commercial availability from the past few decades ago. Furthermore, these hypervalent iodine reagents have been used in the construction of many significant building blocks and privileged scaffolds of bioactive natural products. The purpose of writing this review article is to explore all the transformations in which carbon-oxygen bond formation occurred by using hypervalent iodine reagents under metal-free conditions

Synthesis of unsymmetrical phenylurea derivatives via oxidative cross coupling of aryl formamides with amines under metal-free conditions

2015 ◽  
Vol 39 (2) ◽  
pp. 805-809 ◽  
Author(s):  
Nagireddy Veera Reddy ◽  
Pailla Santhosh Kumar ◽  
Peddi Sudhir Reddy ◽  
Mannepalli Lakshmi Kantam ◽  
Kallu Rajender Reddy
Keyword(s):  
Cross Coupling ◽  
Hypervalent Iodine ◽  
Direct Transformation ◽  
Metal Free

A direct transformation of N-aryl formamides to the corresponding phenylurea derivatives via the formation of isocyanate intermediates is achieved in good yields using hypervalent iodine reagents as external oxidants.

Transition‐Metal‐Free Hypervalent Iodine(III) Reagent‐Promoted Site‐Selective Solid‐Phase Synthesis of Mononitroarylamines

2018 ◽  
Vol 3 (45) ◽  
pp. 12946-12950 ◽  
Author(s):  
Delie An ◽  
Wenkang Song ◽  
Zhihong Peng ◽  
Yingjun Zhang ◽  
Wanrong Dong
Keyword(s):  
Transition Metal ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Hypervalent Iodine ◽  
Phase Synthesis ◽  
Metal Free ◽  
Site Selective

scholarly journals Catalytic Enantioselective Syn-Hydroxy-Oxyacylation of Electron Deficient Alkenes

2021 ◽  
Author(s):  
Chandra Bhan Pandey ◽  
Vikram Singh ◽  
Susanta Ghanta ◽  
Bhoopendra Twari
Keyword(s):  
Direct Method ◽  
Hypervalent Iodine ◽  
Free Condition ◽  
Metal Free ◽  
A Direct Method

Asymmetric <i>syn</i>-dihydroxylation and dioxyacylation of alkenes have been well established. A direct method for the enantioselective preparation of orthogonally protected <i>syn</i>-1,2-diols from alkenes is unprecedented. Here in, we report the first enantioselective hypervalent iodine catalyzed<i> syn</i>-hydroxy-oxyacylation of enones. The orthogonally protected diols were obtained with excellent diastereo- and regioselectivity under metal-free condition. For these electron-deficient alkenes, even the <i>syn</i>-dihydroxylation and dioxyacylation have remained yet an unfinished challenge.

I2/TBHP-Promoted Approach to α-Keto Esters from Trifluoromethyl β-Diketones and Alcohols via C–C Bond Cleavage

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 2018-2023 ◽  
Author(s):  
Xiang Fang ◽  
Xueyan Yang ◽  
Tongle Shao ◽  
Jun Zhou ◽  
Chen Jin ◽  
...  
Keyword(s):  
Oxidative Coupling ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Coupling Reaction ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Oxidation Pathway ◽  
Keto Esters ◽  
Oxidative Coupling Reaction

A metal-free oxidative coupling reaction of trifluoromethyl β-diketones with alcohols for the synthesis of α-keto esters in good to excellent yields has been developed. Preliminary mechanistic studies suggest that an I2/TBHP promoted sequential iodination, C–C bond cleavage, C–O bond formation and oxidation pathway is involved in this reaction.

scholarly journals Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles

2020 ◽  
Vol 8 ◽  
Author(s):  
Naoko Takenaga ◽  
Ravi Kumar ◽  
Toshifumi Dohi
Keyword(s):  
High Reactivity ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Diaryliodonium Salts ◽  
Metal Catalyzed ◽  
Synthetic Transformations

In recent years, the chemistry of heteroaryliodonium(III) salts has undergone significant developments. Heteroaryliodonium(III) salts have been found to be useful synthetic tools for the transfer of heteroaryl groups under metal-catalyzed and metal-free conditions for the preparation of functionalized heteroarene-containing compounds. Synthetic transformations mediated by these heteroaryliodonium(III) salts are classified into two categories: (1) reactions utilizing the high reactivity of the hypervalent iodine(III) species, and (2) reactions based on unique and new reactivities not observed in other types of conventional diaryliodonium salts. The latter feature is of particular interest and so has been intensively investigated in recent decades. This mini-review therefore aims to summarize the recent synthetic applications of heteroaryliodonium(III) salts as highly reactive electrophiles.

Hypervalent iodine(iii)-promoted N-incorporation into N-aryl vinylogous carbamates to quinoxaline diesters: access to 1,4,5,8-tetraazaphenanthrene

2016 ◽  
Vol 14 (17) ◽  
pp. 4018-4022 ◽  
Author(s):  
A. Sagar ◽  
Shinde Vidaycharan ◽  
Anand H. Shinde ◽  
Duddu S. Sharada
Keyword(s):  
Hypervalent Iodine ◽  
Reaction Conditions ◽  
Metal Free ◽  
Atom Source ◽  
N Incorporation

An oxidative N-incorporation strategy for synthesis of quinoxaline diesters under metal-free and mild reaction conditions is described via the formation of two C(sp2)–N bonds utilizing NaN3 as the cheap N-atom source.

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