Visible-light-promoted cross-coupling reaction of hypervalent bis-catecholato silicon compounds with selenosulfonates or thiosulfonates

2021 ◽  
Author(s):  
Fei Wang ◽  
Shun-Yi Wang
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Silicon Compounds ◽  
Cross Coupling Reaction

A visible-light-promoted free radical cross coupling of hypervalent bis-catecholato silicon compounds with selenosulfonates or thiosulfonates is developed.

scholarly journals Design of a Multi-Use Photoreactor to Enable Visible Light Photocatalytic Chemical Transformations and Labeling in Live Cells

2020 ◽  
Author(s):  
Noah Bissonnette ◽  
Keun Ah Ryu ◽  
Tamara Reyes-Robles ◽  
Sharon Wilhelm ◽  
Erik Hett ◽  
...  
Keyword(s):  
Visible Light ◽  
Chemical Biology ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Live Cells ◽  
Chemical Transformations ◽  
Cross Coupling Reaction ◽  
Visible Light Driven ◽  
Visible Light Photocatalytic

<p>Despite the growing utilization of visible light photochemistry in both chemistry and biology, a general low-heat photoreactor for use across these different disciplines does not exist. Herein, we describe the design and utilization of a standardized photoreactor for visible light driven activation and photocatalytic chemical transformations. Using this single benchtop photoreactor, we perform photoredox reactions across multiple visible light wavelengths, a high throughput photocatalytic cross coupling reaction, and <i>in vitro</i> labeling of proteins and live cells. Given the success of this reactor in all tested applications, we envision that this multi-use photoreactor will be widely used in biology, chemical biology, and medicinal chemistry settings.</p>

Synthesis of HIV NNRTI Doravirine Analogues via Visible-Light Photoredox Decarboxylative Cross-Coupling

Synthesis ◽  
2018 ◽  
Vol 50 (16) ◽  
pp. 3177-3186
Author(s):  
Abdellatif ElMarrouni ◽  
Linda Suen ◽  
Cheng Wang ◽  
David Hunter ◽  
Helen Mitchell ◽  
...  
Keyword(s):  
Visible Light ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Parallel Synthesis ◽  
Photoredox Catalysis ◽  
Broad Applicability ◽  
Cross Coupling Reaction ◽  
Clinical Candidate

A C(sp2)–C(sp3) decarboxylative cross-coupling reaction utilizing dual nickel and photoredox catalysis for rapid parallel synthesis of diverse C-ring analogues of the HIV NNRTI clinical candidate doravirine is developed and described herein. This protocol features an alkylation with readily available and inexpensive methyl bromoacetate followed by hydrolysis to prepare an advanced doravirine intermediate, which undergoes decarboxylative cross-coupling with a variety of aryl and heteroaryl bromides. The mildness, broad applicability, and sustainability of the current methodology are improvements over previously reported procedures and allow for rapid parallel synthesis of analogues. The optimization and scope of this method are reported.

scholarly journals Microwave-Accelerated N-Acylation of Sulfoximines with Aldehydes under Catalyst-Free Conditions

Synthesis ◽  
2020 ◽  
Vol 52 (08) ◽  
pp. 1279-1286
Author(s):  
Kamal K. Rajbongshi ◽  
Srinivas Ambala ◽  
Thavendran Govender ◽  
Hendrik G. Kruger ◽  
Per I. Arvidsson ◽  
...  
Keyword(s):  
Free Radical ◽  
Microwave Irradiation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aromatic Aldehydes ◽  
Efficient Catalyst ◽  
Radical Initiator ◽  
Catalyst Free ◽  
Broad Scope ◽  
Cross Coupling Reaction

An efficient catalyst-free radical cross-coupling reaction between aromatic aldehydes and sulfoximines was developed. The reaction took place in the presence of N-bromosuccinimide as the radical initiator under microwave irradiation to afford the corresponding acylated sulfoximines in moderate to excellent yields (27 examples). This protocol proved to be rapid, easy to handle, and applicable to a broad scope of substrates.

Visible-light-activated copper(i) catalyzed oxidative Csp–Csp cross-coupling reaction: efficient synthesis of unsymmetrical conjugated diynes without ligands and base

2016 ◽  
Vol 18 (16) ◽  
pp. 4526-4530 ◽  
Author(s):  
Arunachalam Sagadevan ◽  
Ping-Chiang Lyu ◽  
Kuo Chu Hwang
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Terminal Alkynes ◽  
Efficient Synthesis ◽  
Cross Coupling Reaction ◽  
Conjugated Diynes

An efficient and eco-friendly approach to Csp–Csp cross-coupling of terminal alkynes for the construction of unsymmetrical conjugated diynes via a visible-light-induced CuCl catalysed process at room temperature is described.

A new approach to access difluoroalkylated diarylmethanes via visible-light photocatalytic cross-coupling reactions

2018 ◽  
Vol 54 (32) ◽  
pp. 3993-3996 ◽  
Author(s):  
Yin-Na Zhao ◽  
Yong-Chun Luo ◽  
Zhu-Yin Wang ◽  
Peng-Fei Xu
Keyword(s):  
Visible Light ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Quinone Methide ◽  
Coupling Reactions ◽  
New Approach ◽  
Radical Intermediates ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Visible Light Photocatalytic

A para-quinone methide and difluoroalkylating reagent involved radical cross-coupling reaction was described, through photocatalytically generated diarylmethane radical intermediates.

Visible-light-mediated dehydrogenative cross-coupling between terminal alkynes and aldehydes by employing a supramolecular polymeric ensemble of PBI derivative

2018 ◽  
Vol 42 (2) ◽  
pp. 822-826 ◽  
Author(s):  
Meenal Kataria ◽  
Harnimarta Deol ◽  
Gurpreet Singh ◽  
Manoj Kumar ◽  
Vandana Bhalla
Keyword(s):  
Visible Light ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Supramolecular Polymer ◽  
Terminal Alkynes ◽  
Zno Nps ◽  
Cross Coupling Reaction

A supramolecular polymer of PBI derivative and ZnO NPs exhibits remarkable efficiency in direct dehydrogenative cross-coupling reaction for the synthesis of ynones under photocatalytic conditions.

Visible-Light-Assisted Cobalt-2-(hydroxyimino)-1-phenylpropan-1-one Complex Catalyzed Pd/Cu-Free Sonogashira-Hagihara Cross-Coupling Reaction

ChemCatChem ◽  
2018 ◽  
Vol 10 (4) ◽  
pp. 758-762 ◽  
Author(s):  
Jin-Yi Song ◽  
Xuan Zhou ◽  
He Song ◽  
Yang Liu ◽  
Hong-Yan Zhao ◽  
...  
Keyword(s):  
Visible Light ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction
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