scholarly journals Copper(I)-catalysed site-selective C(sp3)–H bond chlorination of ketones, (E)-enones and alkylbenzenes by dichloramine-T

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Jianwen Jin ◽  
Yichao Zhao ◽  
Sara Helen Kyne ◽  
Kaveh Farshadfar ◽  
Alireza Ariafard ◽  
...  
Keyword(s):  
Chemical Synthesis ◽  
Room Temperature ◽  
Organic Molecules ◽  
Synthetic Method ◽  
Formal Synthesis ◽  
Drug Molecules ◽  
Modern Chemical ◽  
Scale Preparation ◽  
Atom Source ◽  
Site Selective

AbstractStrategies that enable intermolecular site-selective C–H bond functionalisation of organic molecules provide one of the cornerstones of modern chemical synthesis. In chloroalkane synthesis, such methods for intermolecular site-selective aliphatic C–H bond chlorination have, however, remained conspicuously rare. Here, we present a copper(I)-catalysed synthetic method for the efficient site-selective C(sp3)–H bond chlorination of ketones, (E)-enones and alkylbenzenes by dichloramine-T at room temperature. A key feature of the broad substrate scope is tolerance to unsaturation, which would normally pose an immense challenge in chemoselective aliphatic C–H bond functionalisation. By unlocking dichloramine-T’s potential as a chlorine radical atom source, the product site-selectivities achieved are among the most selective in alkane functionalisation and should find widespread utility in chemical synthesis. This is exemplified by the late-stage site-selective modification of a number of natural products and bioactive compounds, and gram-scale preparation and formal synthesis of two drug molecules.

scholarly journals Organophotocatalytic selective deuterodehalogenation of aryl or alkyl chlorides

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Yanjun Li ◽  
Ziqi Ye ◽  
Yu-Mei Lin ◽  
Yan Liu ◽  
Yumeng Zhang ◽  
...  
Keyword(s):  
Room Temperature ◽  
Sodium Formate ◽  
Bioactive Molecules ◽  
Co Catalyst ◽  
Aryl Chlorides ◽  
Aryl Amine ◽  
Drug Molecules ◽  
Photocatalytic System ◽  
Site Selective ◽  
Environmentally Friendly Method

AbstractDevelopment of practical deuteration reactions is highly valuable for organic synthesis, analytic chemistry and pharmaceutic chemistry. Deuterodehalogenation of organic chlorides tends to be an attractive strategy but remains a challenging task. We here develop a photocatalytic system consisting of an aryl-amine photocatalyst and a disulfide co-catalyst in the presence of sodium formate as an electron and hydrogen donor. Accordingly, many aryl chlorides, alkyl chlorides, and other halides are converted to deuterated products at room temperature in air (>90 examples, up to 99% D-incorporation). The mechanistic studies reveal that the aryl amine serves as reducing photoredox catalyst to initiate cleavage of the C-Cl bond, at the same time as energy transfer catalyst to induce homolysis of the disulfide for consequent deuterium transfer process. This economic and environmentally-friendly method can be used for site-selective D-labeling of a number of bioactive molecules and direct H/D exchange of some drug molecules.

Copper catalyzed N-formylation of α-silyl-substituted tertiary N-alkylamines by air

2020 ◽  
Vol 22 (16) ◽  
pp. 5296-5302
Author(s):  
Yichao Zhao ◽  
Lachlan David Bruce ◽  
Jianwen Jin ◽  
Bo Xia ◽  
Philip Wai Hong Chan
Keyword(s):  
Room Temperature ◽  
Synthetic Method ◽  
A Site ◽  
Site Selective ◽  
Catalyzed Oxidation

A site-selective synthetic method to prepare N-formyl amines efficiently from copper(i)-catalyzed oxidation of α-silylamines by air at room temperature is presented.

scholarly journals Green Synthesis: Novel method for Substituted Anilines from its Benzyl Azides

2021 ◽  
Author(s):  
Sudershan Reddy Gondi
Keyword(s):  
Green Synthesis ◽  
Large Scale ◽  
Room Temperature ◽  
Synthetic Method ◽  
Substituted Anilines ◽  
Meta Position ◽  
Large Scale Preparation ◽  
Scale Preparation ◽  
Novel Method ◽  
Electron Withdrawing Group

<div>A unique and novel synthetic method was developed to generate substituted</div><div>anilines from its benzyl azides having ortho/para electron withdrawing group (EWG),</div><div>and when these groups are at meta position gives aldehyde, instead. This approach is</div><div>an inexpensive, simple, fast, efficient at room temperature. This protocol is easily</div><div>amenable to large scale preparation.</div>

scholarly journals Green Synthesis: Novel method for Substituted Anilines from its Benzyl Azides

2020 ◽  
Author(s):  
Sudershan Reddy Gondi
Keyword(s):  
Green Synthesis ◽  
Large Scale ◽  
Room Temperature ◽  
Synthetic Method ◽  
Substituted Anilines ◽  
Meta Position ◽  
Large Scale Preparation ◽  
Scale Preparation ◽  
Novel Method ◽  
Electron Withdrawing Group

<div>A unique and novel synthetic method was developed to generate substituted</div><div>anilines from its benzyl azides having ortho/para electron withdrawing group (EWG),</div><div>and when these groups are at meta position gives aldehyde, instead. This approach is</div><div>an inexpensive, simple, fast, efficient at room temperature. This protocol is easily</div><div>amenable to large scale preparation.</div>

scholarly journals Green Synthesis: Novel method for Substituted Anilines from its Benzyl Azides

2021 ◽  
Author(s):  
Sudershan Reddy Gondi
Keyword(s):  
Green Synthesis ◽  
Large Scale ◽  
Room Temperature ◽  
Synthetic Method ◽  
Substituted Anilines ◽  
Meta Position ◽  
Large Scale Preparation ◽  
Scale Preparation ◽  
Novel Method ◽  
Electron Withdrawing Group

<div>A unique and novel synthetic method was developed to generate substituted</div><div>anilines from its benzyl azides having ortho/para electron withdrawing group (EWG),</div><div>and when these groups are at meta position gives aldehyde, instead. This approach is</div><div>an inexpensive, simple, fast, efficient at room temperature. This protocol is easily</div><div>amenable to large scale preparation.</div>

Room-Temperature Chemical Synthesis of C2

2019 ◽  
Author(s):  
Kazunori Miyamoto ◽  
Shodai Narita ◽  
Yui Masumoto ◽  
Takahiro Hashishin ◽  
Mutsumi Kimura ◽  
...  
Keyword(s):  
Chemical Synthesis ◽  
Ground State ◽  
Room Temperature ◽  
Chemical Species ◽  
Quadruple Bond ◽  
Photon Excitation ◽  
Physical Energy ◽  
Theoretical Predictions ◽  
Carbon Arc ◽  
Inherent Nature

Diatomic carbon (C<sub>2</sub>) is historically an elusive chemical species. It has long been believed that the generation of C<sub>2 </sub>requires extremely high “physical” energy, such as an electric carbon arc or multiple photon excitation, and so it has been the general consensus that the inherent nature of C<sub>2 </sub><i>in the ground state </i>is experimentally inaccessible. Here, we present the first “chemical” synthesis of C<sub>2 </sub>in a flask at <i>room temperature or below</i>, providing the first experimental evidence to support theoretical predictions that (1) C<sub>2 </sub>has a singlet biradical character with a quadruple bond, thus settling a long-standing controversy between experimental and theoretical chemists, and that (2) C<sub>2 </sub>serves as a molecular element in the formation of sp<sup>2</sup>-carbon allotropes such as graphite, carbon nanotubes and C<sub>60</sub>.

scholarly journals Reply to “A Thermodynamic assessment of the reported room-temperature chemical synthesis of C2”

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Kazunori Miyamoto ◽  
Shodai Narita ◽  
Yui Masumoto ◽  
Takahiro Hashishin ◽  
Taisei Osawa ◽  
...  
Keyword(s):  
Chemical Synthesis ◽  
Room Temperature ◽  
Thermodynamic Assessment

A facile room temperature chemical transformation approach for binder-free thin film formation of Ag2Te and lithiation/delithiation chemistry of the film

2016 ◽  
Vol 45 (43) ◽  
pp. 17312-17318 ◽  
Author(s):  
Eun-Kyung Kim ◽  
Dasom Park ◽  
Nabeen K. Shrestha ◽  
Jinho Chang ◽  
Cheol-Woo Yi ◽  
...  
Keyword(s):  
Thin Film ◽  
Thin Films ◽  
Aqueous Solution ◽  
Ion Exchange ◽  
Chemical Transformation ◽  
Room Temperature ◽  
Film Formation ◽  
Synthetic Method ◽  
Binder Free ◽  
Thin Film Formation

An aqueous solution based synthetic method for binder-free Ag2Te thin films using ion exchange induced chemical transformation of Ag/AgxO thin films.

Cholinium-amino acid based ionic liquids: a new method of synthesis and physico-chemical characterization

2015 ◽  
Vol 17 (32) ◽  
pp. 20687-20698 ◽  
Author(s):  
Serena De Santis ◽  
Giancarlo Masci ◽  
Francesco Casciotta ◽  
Ruggero Caminiti ◽  
Eleonora Scarpellini ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Amino Acid ◽  
Room Temperature ◽  
Chemical Characterization ◽  
New Method ◽  
Room Temperature Ionic Liquids ◽  
Synthetic Method ◽  
Chemical Structures ◽  
Physico Chemical ◽  
Wide Range

Fourteen cholinium-amino acid based room temperature ionic liquids were prepared using a cleaner synthetic method. Chemicophysical properties were well correlated with the wide range of amino acid chemical structures.

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