Visible-light activated metal catalyst-free vicinal diazidation of olefins with sulfonium iodate(i) species

2019 ◽  
Vol 55 (19) ◽  
pp. 2833-2836 ◽  
Author(s):  
Thurpu Raghavender Reddy ◽  
Dodla Sivanageswara Rao ◽  
Sudhir Kashyap
Keyword(s):  
Visible Light ◽  
Late Stage ◽  
Metal Catalyst ◽  
Radical Process ◽  
Biologically Relevant ◽  
Catalyst Free

An unprecedented visible-light inspired selective radical azidation of unactivated and diverse substituted vinylarenes with sulfonium iodate reagent has been realized. The intrinsic radical process triggered by light tolerated several synthetically useful functionalities enabling two new carbon-hetero bonds which display distinctive late-stage applications to biologically relevant scaffolds.

scholarly journals Straightforward synthesis of quinazolin-4(3H)-ones via visible light-induced condensation cyclization

RSC Advances ◽  
2022 ◽  
Vol 12 (3) ◽  
pp. 1494-1498
Author(s):  
Wuji Sun ◽  
Xue Ma ◽  
Yuqi Pang ◽  
Lifeng Zhao ◽  
Qidi Zhong ◽  
...  
Keyword(s):  
Energy Source ◽  
Visible Light ◽  
Functional Group ◽  
Clean Energy ◽  
Metal Catalyst ◽  
Catalyst Free ◽  
Clean Energy Source

Visible light was used as a readily available and renewable clean energy source for the green and metal catalyst free synthesis of quinazolin-4(3H)-ones. High and excellent yields of the desired products were obtained with good functional group tolerance.

scholarly journals A visible-light mediated three-component radical process using dithiocarbamate anion catalysis

2019 ◽  
Vol 10 (21) ◽  
pp. 5484-5488 ◽  
Author(s):  
Sara Cuadros ◽  
Matthew A. Horwitz ◽  
Bertrand Schweitzer-Chaput ◽  
Paolo Melchiorre
Keyword(s):  
Visible Light ◽  
Catalytic Mechanism ◽  
Radical Process ◽  
Biologically Relevant

A three-component radical process is reported that, by coupling alkyl chlorides, maleimides, and heteroaromatic fragments, installs multiple biologically relevant heterocycles within complex cascade products. This method, which generates radicals via an SN2-based photochemical catalytic mechanism, activates substrates incompatible with or inert to classical radical-generating strategies.

Visible Light and Hydroxynaphthylbenzimidazoline Promoted Transition-Metal-Catalyst-Free Desulfonylation of N-Sulfonylamides and N-Sulfonylamines

2018 ◽  
Vol 83 (18) ◽  
pp. 10813-10825 ◽  
Author(s):  
Eietsu Hasegawa ◽  
Yuto Nagakura ◽  
Norihiro Izumiya ◽  
Keisuke Matsumoto ◽  
Tsukasa Tanaka ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Catalyst Free

Metal catalyst-free photo-induced alkyl C–O bond borylation

2020 ◽  
Vol 56 (70) ◽  
pp. 10219-10222 ◽  
Author(s):  
Guobin Ma ◽  
Changzhou Chen ◽  
Sangita Talukdar ◽  
Xinluo Zhao ◽  
Chuanhu Lei ◽  
...  
Keyword(s):  
Visible Light ◽  
Metal Catalyst ◽  
Catalyst Free ◽  
Tertiary Alkyl

Tertiary alkyl boronates were prepared via the C–O bond borylation of the corresponding oxalates under catalyst-free/(DMF)2–B2cat2 initiated visible light-induced conditions.

Visible‐Light Induced C( sp 3 )−H Functionalization for the Formation of C−N Bonds under Metal Catalyst‐Free Conditions

2020 ◽  
Vol 362 (14) ◽  
pp. 2770-2777 ◽  
Author(s):  
Jin‐Yang Chen ◽  
Wenfeng Wu ◽  
Qiang Li ◽  
Wen‐Ting Wei
Keyword(s):  
Visible Light ◽  
Metal Catalyst ◽  
Catalyst Free

scholarly journals Synthetic strategies for aryl/heterocyclic selenides and tellurides under transition-metal-catalyst free conditions

RSC Advances ◽  
2021 ◽  
Vol 11 (12) ◽  
pp. 6682-6698
Author(s):  
Debasish Kundu
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Ball Milling ◽  
Microwave Heating ◽  
Metal Catalyst ◽  
Visible Light Photocatalysis ◽  
Transition Metal Catalyst ◽  
Catalyst Free

Synthesis of aryl and heteroaryl selenides and tellurides are summerized under transition free sustainable conditions by using greener reagents and techniques such as ball milling, microwave heating, ultrasound, visible light photocatalysis etc.

scholarly journals Radical difluoromethylthiolation of aromatics enabled by visible light

2018 ◽  
Vol 9 (26) ◽  
pp. 5781-5786 ◽  
Author(s):  
Jianbin Li ◽  
Dianhu Zhu ◽  
Leiyang Lv ◽  
Chao-Jun Li
Keyword(s):  
Visible Light ◽  
Broad Spectrum ◽  
Noble Metals ◽  
Metal Catalyst ◽  
Stoichiometric Amount ◽  
Catalyst Free ◽  
Shelf Stable

A metal-catalyst-free and redox-neutral innate difluoromethylthiolation method enabled by visible light is described. This protocol employs a shelf-stable and readily available electrophilic difluoromethylthiolating reagent, PhSO2SCF2H, and converts a broad spectrum of arenes and heteroarenes to difluoromethylthioethers without noble metals and stoichiometric amount of additives.

A Revised Modular Approach to D8-THC and Derivatives Through Late-Stage Suzuki-Miyaura Cross-Coupling Reactions

2019 ◽  
Author(s):  
Victor Bloemendal ◽  
Floris P. J. T. Rutjes ◽  
Thomas J. Boltje ◽  
Daan Sondag ◽  
Hidde Elferink ◽  
...  
Keyword(s):  
Biological Activity ◽  
Late Stage ◽  
Medicinal Chemistry ◽  
Cross Coupling ◽  
Modular Approach ◽  
Coupling Reactions ◽  
One Pot ◽  
Biologically Relevant ◽  
Cross Coupling Reactions ◽  
Chemistry Research

<p>In this manuscript we describe a modular pathway to synthesize biologically relevant (–)-<i>trans</i>-Δ<sup>8</sup>-THC derivatives, which can be used to modulate the pharmacologically important CB<sub>1</sub> and CB<sub>2</sub> receptors. This pathway involves a one-pot Friedel-Crafts alkylation/cyclization protocol, followed by Suzuki-Miyaura cross-coupling reactions and gives rise to a series of new Δ<sup>8</sup>-THC derivatives. In addition, we demonstrate using extensive NMR evidence that similar halide-substituted Friedel-Crafts alkylation/cyclization products in previous articles were wrongly assigned as the para-isomers, which also has consequence for the assignment of the subsequent cross-coupled products and interpretation of their biological activity. </p> <p>Considering the importance of the availability of THC derivatives in medicinal chemistry research and the fact that previously synthesized compounds were wrongly assigned, we feel this research is describing a straightforward pathway into new cannabinoids.</p>

Visible-light-initiated Catalyst-free Oxidative Cleavage of Triaryl-Substituted Alkenes C=C Bonds under Ambient Conditions

2021 ◽  
Author(s):  
Wenjing Li ◽  
Shun Li ◽  
Lihua Luo ◽  
Yichen Ge ◽  
Jiaqi Xu ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Ambient Air ◽  
Oxidative Cleavage ◽  
Ambient Conditions ◽  
Blue Led ◽  
Catalyst Free

The catalyst-free oxidative cleavage of (Z)-triaryl-substituted alkenes bearing pyridyl motif with ambient air under irradiation of blue LED at room temperature has been developed. The reaction was facile and scalable,...

Catalyst-Free [2,3]-Sigmatropic Rearrangement Reactions of Photochemically Generated Ammonium Ylides

Synthesis ◽  
2019 ◽  
Vol 51 (23) ◽  
pp. 4348-4358 ◽  
Author(s):  
Fang Li ◽  
Feifei He ◽  
Rene M. Koenigs
Keyword(s):  
Visible Light ◽  
Sigmatropic Rearrangement ◽  
Tertiary Amines ◽  
Amino Esters ◽  
Catalyst Free ◽  
Rearrangement Reaction ◽  
Rearrangement Reactions ◽  
Free Ammonium

The rearrangement reaction of ammonium ylides furnishes valuable α,α-disubstituted amino esters. In this work, we describe the visible-light photolysis reaction of aryldiazoacetates in the presence of tertiary amines that react via a free ammonium ylide in a sigmatropic rearrangement reaction to provide amino esters in moderate to very good yields (33 examples, up to 97% yield).

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