scholarly journals Structurally diverse arene-fused ten-membered lactams accessed via hydrolytic imidazoline ring expansion

2017 ◽  
Vol 15 (14) ◽  
pp. 2906-2909 ◽  
Author(s):  
Alexander Sapegin ◽  
Angelina Osipyan ◽  
Mikhail Krasavin
Keyword(s):  
Medicinal Chemistry ◽  
Ring Expansion ◽  
Membered Ring ◽  
Synthetic Methods ◽  
Ring Systems ◽  
New Hire ◽  
Imidazoline Ring

A facile approach to hitherto unknown ten-membered ring systems via a hydrolytic imidazoline ring expansion (HIRE) is described. Medium-sized rings are scarce in the contemporary medicinal chemistry toolbox. The new HIRE strategy broadens the arsenal of synthetic methods to obtain such scaffolds.

Synthetic Approaches to Non-Tropane, Bridged, Azapolycyclic Ring Systems Containing Seven-Membered Carbocycles

Synthesis ◽  
2020 ◽  
Vol 53 (01) ◽  
pp. 65-78
Author(s):  
Daniel R. Griffith ◽  
Aaron H. Shoemaker
Keyword(s):  
Building Blocks ◽  
Short Review ◽  
Ring Expansion ◽  
Membered Ring ◽  
Biologically Active ◽  
Ring Systems ◽  
Ring Expansions ◽  
Carbocyclic Rings ◽  
Synthetic Approaches ◽  
Acyclic Precursor

AbstractThis Short Review highlights various synthetic approaches to bridged azabicyclic ring systems containing seven-membered carbocyclic rings. Such ring systems are common to a number of biologically active natural products. The seven-membered ring in such systems is generally formed in one of four ways: 1) cyclization of an acyclic precursor; 2) ring expansion or rearrangement of a different ring size; 3) cycloaddition; and 4) use of a synthetic building block with the seven-membered ring already present. Representative examples of each approach from both total synthesis and methodological studies are discussed, with an emphasis on work publishedin the last twenty years.1 Introduction2 Cyclization Reactions3 Ring Expansions and Rearrangements4 Cycloadditions5 Strategies Involving Seven-Membered Ring Building Blocks6 Conclusion

scholarly journals The chemistry of thujone. XV. A versatile route to antifeedants of the polygodial family

1990 ◽  
Vol 68 (10) ◽  
pp. 1698-1708 ◽  
Author(s):  
James P. Kutney ◽  
Krystyna Piotrowska ◽  
Yong-Huang Chen ◽  
Kwok-Ping Norman Cheng ◽  
Zhenyong Gao ◽  
...  
Keyword(s):  
Cyclopropane Ring ◽  
Ring Expansion ◽  
Ring System ◽  
Membered Ring ◽  
Ring Systems ◽  
Tertiary Carbon ◽  
Key Features

Utilizing thujone-derived intermediates, efficient routes to the natural polygodial family of antifeedants as well as novel analogues within this family are described. One of the key features of this study involves the insertion of an oxygen function into a tertiary carbon center adjacent to a cyclopropane ring system thus providing convenient intermediates for subsequent elaboration. An interesting ring expansion of five-membered to six-membered ring systems by means of tri-n-butyltin hydride is also described. Keywords: antifeedants, polygodial, thujone.

Therapeutic Journey of 5-Pyrazolones as a Versatile Scaffold: A Review

2021 ◽  
Vol 21 ◽  
Author(s):  
Ravinder Sharma ◽  
Pooja A. Chawla ◽  
Viney Chawla ◽  
Rajeev Verma ◽  
Nandita Nawal ◽  
...  
Keyword(s):  
Severe Acute Respiratory Syndrome ◽  
Protease Inhibitor ◽  
Medicinal Chemistry ◽  
Membered Ring ◽  
Present Review ◽  
Biological Profile ◽  
3C Protease ◽  
Structure Activity ◽  
Derivatives Of ◽  
Heterocyclic Moiety

Abstract: A sizeable proportion of currently marketed drugs come from heterocycles. The heterocyclic moiety 5-pyrazolone is well known five membered ring containing nitrogen. Derivatives of this wonder nucleus have exhibited activities as diverse as antimicrobial, anti-inflammatory, analgesic, antidepressant, anticonvulsant, antidiabetic, antihyperlipidemic, antiviral, antitubercular, antioxidant, anticancer and antiviral including action against severe acute respiratory syndrome (SARS) or 3C protease inhibitor. A number of drugs based on this motif have already made it to the market. Standard texts and literature on medicinal chemistry cite different approaches for the synthesis of 5-pyrazolones. The present review provides an insight view to 5-pyrazolone synthesis, their biological profile and structure activity relationship studies.

ChemInform Abstract: Five-Membered Ring Systems: Thiophenes and Se/Te Analogues

ChemInform ◽  
2009 ◽  
Vol 40 (23) ◽  
Author(s):  
Tomasz Janosik ◽  
Jan Bergman
Keyword(s):  
Membered Ring ◽  
Ring Systems

ChemInform Abstract: Three-Membered Ring Systems

ChemInform ◽  
2010 ◽  
Vol 24 (51) ◽  
pp. no-no
Author(s):  
A. PADWA ◽  
S. S. MURPHREE
Keyword(s):  
Membered Ring ◽  
Ring Systems
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