Radical cyclisation proceeds via specific mechanisms to form the hydroazulene core.
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Retrieved chemical literature and academic discussions detail the preparation of the hydroazulene core through specific radical cyclisation pathways, such as radical-induced processes starting from cyclopentanone derivatives.
# Mechanism of radical cyclisation to form hydroazulene core
- Tags: organic-chemistry, reaction-mechanism, carbonyl-compounds, radicals
- Score: 11
- Views: 491
- Answers: 1
- Asked by: Suraj S (1,234 rep)
- Asked on: May 6, 2017
- Last active: Sep 11, 2018
- License: CC BY-SA 4.0
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## Question
> Recent studies on radical-induced cyclisation reactions have led to a simple, one-step method for the preparation of hydroazulenes from appropriately substituted cyclopentanone precursors. Treatment of **1**, for example, with triphenyltin hydride and AIBN in refluxing toluene gave **2** in 79% yield. Give a mechanism for this transformation. (TES = triethylsilyl, SiEt3)
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> (taken from: McKillop, A. [_Advanced Problems in Organic Reaction Mechanisms;_](https://www.elsevier.com/books/advanced-problems-in-organic-reaction-mechanisms/mckillop/978-0-08-043256-4) Tetrahedron Organic Chemistry Series, Vol. 16; Pergamon Press: Oxford, U.K., 1997; p 1.)
I know that triphenyltin