Chloranil as an Efficient Oxidant of the Cyclohexadiene Intermediates Formed by a Cycloaddition of Substituted 2H-Pyran-2-ones and Styrenes En Route to the Boscalid Derivatives
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- 作者：Jasmin Suljagić ; Amadej Juranovič ; Marko Krivec ; Krištof Kranjc and Marijan Kočevar
- 刊名：Journal of Heterocyclic Chemistry
- 出版年：2017
- 出版时间：January 2017
- 年：2017
- 卷：54
- 期：1
- 页码：457-464
- 全文大小：445K
- ISSN：1943-5193
文摘
We describe a three-step one-pot metal-free domino procedure yielding a set of boscalid derivatives, parent compound being a highly important agrochemical agent. The first step of the process consists of the rm4">Diels–Alder reaction between a substituted 2H-pyran-2-one and styrene derivatives, followed by the elimination of CO2 and rm4">aromatization (oxidation). The last step was found to be efficiently promoted by the application of rm1 TH_term3">chloranil as the oxidant. Alternatively, rm6">activated carbon Darco KB could also act as the rm4">dehydrogenation catalyst necessitating a larger excess of the r="urn://wiley-online-library/content/render" xmlns:mml="http://www.w3.org/1998/Math/MathML" id="jhet2603-eo-0011">rm1 TH_term3">styrene to act as the hydrogen acceptor.