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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Recent advances in radical thiocyanation cyclization or spirocyclization reactions
Qinqin Yan1, Shiliu Chen1, Jie Fan1
1Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, College of Chemistry and Materials Science, Key Laboratory of Chemical Biology of Hebei Province, Hebei University, Baoding, Hebei, 071002, P. R. China. lizejiang898@126.com.
Organic thiocyanates are versatile compounds used in drug discovery and synthetic chemistry. This review details radical cyclization strategies for creating novel SCN-revised heterocycles and spirocycles.
Area of Science:
- Organic Chemistry
- Medicinal Chemistry
- Synthetic Chemistry
Background:
- Organic thiocyanates are crucial building blocks in drug discovery.
- They serve as versatile precursors for synthesizing thioethers, thiols, alkynyl thioethers, and thiocarbamates.
- SCN-containing heterocycles and spirocycles possess significant biological importance.
Purpose of the Study:
- To review the importance and applications of organic thiocyanates.
- To summarize recent advancements in synthesizing SCN-revised heterocycles and spirocycles via radical cyclization.
- To provide insights into reaction conditions, substrate scopes, and mechanisms of these synthetic strategies.
Main Methods:
- Radical cyclization reactions involving organic thiocyanates.
- Literature review of diverse synthetic strategies.
- Analysis of reaction conditions, substrate scope, and mechanistic pathways.
Main Results:
- Demonstration of effective radical cyclization for SCN-revised heterocycle and spirocycle synthesis.
- Compilation of various successful synthetic methodologies.
- Detailed discussion of reaction parameters and plausible mechanisms.
Conclusions:
- Organic thiocyanates are highly valuable in synthetic and medicinal chemistry.
- Radical cyclization offers an efficient route to complex thiocyanate-containing cyclic structures.
- This review consolidates key findings and methodologies in the field.
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