ChemInform Abstract: Synthesis and Antibacterial Activity of [6,5,5] and [6,6,5] Tricyclic Fused Oxazolidinones.

Gleave, D. M.; Brickner, Steven J.; Manninen, Peter R.; Allwine, D A; Lovasz, K. D.; Rohrer, Douglas C.; Tucker, John; Zurenko, Gary E.; Ford, Charles W.

doi:10.1002/chin.199838129

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“…The carbon polycyclic framework of tricyclic [6,5,5]-fused system is present in core skeleton of numerous natural products, hence, many synthetic strategies have been developed so far to this end. 78 Recently, in 2017, Shifa Zhu et al reported a [3+2] cycloaddition cascade synthesis of indanone-fused cyclopentanes which are analogues of all carbon tricyclic [6,5,5]-fused systems (Scheme 27 ). 8 They reacted substrates 161 and 162 in the presence of zinc iodide and dichloroethane as solvent.…”

Section: Synthesis Of Miscellaneous Scaffoldsmentioning

confidence: 99%

Recent Advances in [3+2]-Cycloaddition-Enabled Cascade Reactions: Application to Synthesize Complex Organic Frameworks

Erande¹,

Shivam²,

Chavan³

et al. 2022

Synlett

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Many natural products and biologically important complex organic scaffolds have convoluted structures around their core skeleton. Interestingly, with just changing the outskirts, the core reflects new and unique degrees of various physical and chemical properties. A very common but intriguing core is a five-membered ring horning heaps of organic molecules crafts. The power of [3+2] cycloaddition reactions to generate five-membered ring systems allocate chemists to envision synthetic procedures of wonder molecules and if it is facilitating a cascade sequence, then the end product will imbibe significant level of complexity having applications in medicinal and pharmaceutical fields. This Account highlights the broad interest in assembling recent advances in cascade reactions involving [3+2] cycloaddition as the power tool in order to conceive breakthrough organic architectures reported in the last ten years. We foresee that our comprehensive collection of astonishing [3+2] cycloaddition enabled cascades will provide valuable insights to polycyclic molecular construction and perseverant approach towards nonconventional synthetic procedures to the organic community.1 Introduction2 Synthesis of Oxindoles Skeleton3 Synthesis of Oxazoles Skeleton4 Synthesis of Oxadiazoles Skeleton5 Synthesis of Nitrogen-Containing Heterocycles6 Synthesis via Formal [3+2] Cycloaddition7 Synthesis of Miscellaneous Scaffolds8 Conclusion

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Section: Synthesis Of Miscellaneous Scaffoldsmentioning

confidence: 99%