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. (4th May 2016)

• Record Type: Journal Article
• Authors: Suljagić, Jasmin; Juranovič, Amadej; Krivec, Marko; Kranjc, Krištof; Kočevar, Marijan
• Is Part Of: Journal of heterocyclic chemistry. Volume 54:Number 1(2017:Jan.)
• Page Start: 457
• Page End: 464
• Publication Date: 2016-05-04
• Subjects: Heterocyclic compounds -- Periodicals; 547.59
• DOI: 10.1002/jhet.2603
• Languages: English
• ISSNs: 0022-152X

Abstract

Abstract : 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 theDiels–Alder reaction between a substituted 2H ‐pyran‐2‐one and styrene derivatives, followed by the elimination of CO2 andaromatization (oxidation). The last step was found to be efficiently promoted by the application of chloranil as the oxidant. Alternatively, activated carbon Darco KB could also act as thedehydrogenation catalyst necessitating a larger excess of the styrene to act as the hydrogen acceptor. Abstract :