Rhodium catalysed dehydrogenative C-H/N-H functionalization was developed to construct phthalazino[2,3-a]-/indazolo[1,2-a]cinnolines by reacting N-phenyl phthalazine/indazole with alkynes. The synthesized compounds exhibit prominent fluorescence properties in solid and aggregation states. Their application in cell imaging was investigated using various cancer cell lines.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c5ob02045j | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Cobalt-Catalyzed Regioselective C8-H Sulfoxamination of 1-Naphthylamine Derivatives with NH-Sulfoximines.
J Org Chem
December 2024
Natural Products and Green Chemistry Division, Central Salt and Marine Chemicals Research Institute (CSIR), G. B. Marg, Bhavnagar 364002, Gujarat, India.
A simple cobalt-catalyzed, picolinamide-directed C8-H sulfoxamination of 1-naphthalamides with NH-sulfoximines has been developed. This cross-dehydrogenative C-H/N-H coupling reaction offers a facile route to N-arylated sulfoximines, exhibiting high yields, a broad substrate scope, and excellent functional group tolerance and scalability.
View Article and Find Full Text PDFAsymmetric Counteranion-Directed Electrocatalysis for Enantioselective Control of Radical Cation.
Angew Chem Int Ed Engl
January 2025
College of Pharmaceutical Sciences, Zhejiang University of Technology, 310014, Hangzhou, P. R. China.
The control of enantioselectivity in radical cation reactions presents long-standing challenges, despite a few successful examples. We introduce a novel strategy of asymmetric counteranion-directed electrocatalysis to address enantioselectivity in radical cation chemistry. This concept has been successfully demonstrated in two reactions: an asymmetric dehydrogenative indole-phenol [3+2] coupling and an atroposelective C-H/N-H dehydrogenative coupling.
View Article and Find Full Text PDFControlled and Site-Selective C-H/N-H Alkenylation, Dialkenylation, and Dehydrogenative β-Alkenylation of Various N-Heterocycles.
J Org Chem
April 2024
School of Chemistry and Chemical Engineering, Guangdong Provincial Key Laboratory of Advanced Drug Delivery, and Guangdong Provincial Engineering Center of Topical Precise Drug Delivery System, Guangdong Pharmaceutical University, Zhongshan 528458, P. R. China.
Here, we report controlled and site-selective C-H alkenylation and dialkenylation of indolizines and pyrrolo[1,2-]quinolines with β-alkoxyvinyl trifluoromethylketones under simple and practical conditions. Moreover, this direct C-H alkenylation strategy can also be extended to imidazo[1,2-]pyridines. Notably, without a transition metal and external oxidant, efficient dehydrogenative β-alkenylation of tertiary amines with β-alkoxyvinyl trifluoromethylketones is presented.
View Article and Find Full Text PDFPhotoredox-Catalyzed Alkene Amination: C(sp)-H/N-H Radical-Radical Cross Dehydrogenative Coupling.
Org Lett
March 2024
Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, China.
Direct alkene C-H/N-H cross dehydrogenative coupling is an infrequent, highly challenging transformation. Herein, a photoredox radical-radical cross-coupling reaction between ketene dithioacetal as a persistent alkene radical cation and azole nitrogen center radical (NCR) was developed. This direct alkene amination proceeded through a synergistic photoredox and cobalt catalysis, with only H evolution.
View Article and Find Full Text PDFRhodium-Catalyzed Synthesis of 2-Methylindoles via C-N Bond Cleavage of -Allylbenzimidazole.
J Org Chem
July 2023
School of Chemical Sciences, National Institute of Science Education and Research (NISER) Bhubaneswar, Jatni, Odisha 752050, India.
A rhodium-catalyzed oxidative C-H/N-H dehydrogenative [3 + 2] annulation strategy has been reported between anilines and -allylbenzimidazole for the synthesis of 2-methylindole scaffolds. An -allylbenzimidazole has been used as a 2C synthon for the synthesis of indole, and more importantly, this transformation involves the cleavage of the thermodynamically stable C-N bond of allylamine. Detailed mechanistic studies have been performed and a key intermediate was detected in HRMS.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!