AI Article Synopsis
- The construction of benzo-fused five-membered rings through C-H cyclization is a significant challenge in organic chemistry.* -
- A new methodology has been developed that allows for the general and regioselective synthesis of heterocycles and indenones using CoBr/bipyridine catalysis along with aryl titanates and alkynes.* -
- Key intermediates involved in these reactions include unique 1,2-Co/Ti heterobimetallic arylene and benzotitanole, which are essential for the successful synthesis.*
Article Abstract
The regiocontrol in constructing benzo-fused five-membered rings by C-H cyclization remains an important challenge. We report a highly general and regioselective methodology to access such heterocycles and indenones, where under the catalysis of CoBr/bipyridine, aryl titanates, alkynes and EX (E = NR, S(O), RP(O), RSi, CO, etc.) were assembled to various heterocycles and indenones in a modular manner. Unprecedented 1,2-Co/Ti heterobimetallic arylene and benzotitanole intermediates have played crucial roles in these syntheses.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.4c02336 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Photocatalytic Direct Borylation of Benzothiazole Heterocycles via a Triplet Activation Strategy.
Org Lett
January 2025
Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei, Anhui 230601, China.
Boron compounds are widely employed in organic chemistry, pharmaceuticals, and materials science. Among them, borylated heterocycles serve as versatile synthons for the construction of new C-C or C-heteroatom bonds via coupling or radical processes. Such methods for direct C-H borylation reactions are of high synthetic value to reduce the number of synthetic steps and the amount of waste and to improve efficiency.
View Article and Find Full Text PDFRecent progress in therapeutic applications of fluorinated five-membered heterocycles and their benzo-fused systems.
RSC Adv
October 2024
Department of Chemistry, Faculty of Science, Cairo University Giza 12613 Egypt (+202) 35727556.
Article Synopsis
- * Over 20% of marketed medications contain fluorine, with nearly 300 approved fluorine-containing drugs, highlighting their significance in pharmaceuticals.
- * This review focuses on the therapeutic potential of five-membered heterocycles and their fused systems, detailing various activities like antiviral, anti-inflammatory, and more, often showing effectiveness comparable to standard reference drugs.
Rational design of 2-benzylsulfinyl-benzoxazoles as potent and selective indoleamine 2,3-dioxygenase 1 inhibitors to combat inflammation.
Bioorg Chem
November 2024
Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation, Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, 1 Xiannongtan Street, Beijing 100050, China. Electronic address:
Mimicking the transition state of tryptophan (Trp) and O in the enzymatic reaction is an effective approach to design indoleamine 2,3-dioxygenase 1 (IDO1) inhibitors. In this study, we firstly assembled a small library of 2-substituted benzo-fused five membered heterocycles and found 2-sulfinyl-benzoxazoles with interesting IDO1 inhibitory activities. Next the inhibitory activity toward IDO1 was gradually improved.
View Article and Find Full Text PDFRing Transformation of Cyclopropenes to Benzo-Fused Five-Membered Oxa- and Aza-Heterocycles via a Formal [4+1] Cyclization.
Adv Sci (Weinh)
October 2024
School of Pharmacy, Nanjing University of Chinese Medicine, Nanjing, Jiangsu, 210023, China.
In the context of the growing importance of heterocyclic compounds across various disciplines, numerous strategies for their construction have emerged. Exploiting the distinctive properties of cyclopropenes, this study introduces an innovative approach for the synthesis of benzo-fused five-membered oxa- and aza-heterocycles through a formal [4+1] cyclization and subsequent acid-catalyzed intramolecular O- to N- rearrangement. These transformations exhibit mild reaction conditions and a wide substrate scope.
View Article and Find Full Text PDFModular and Regioselective Synthesis of Benzo-Fused Five-Membered Rings Enabled by Co/Ti Synergism.
Org Lett
August 2024
College of Chemistry, Beijing Normal University, Beijing 100875, China.
Article Synopsis
- The construction of benzo-fused five-membered rings through C-H cyclization is a significant challenge in organic chemistry.* -
- A new methodology has been developed that allows for the general and regioselective synthesis of heterocycles and indenones using CoBr/bipyridine catalysis along with aryl titanates and alkynes.* -
- Key intermediates involved in these reactions include unique 1,2-Co/Ti heterobimetallic arylene and benzotitanole, which are essential for the successful synthesis.*
Want 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!