This comprehensive study portrays that p-toluenesulfonic acid is a more efficient catalyst for the reaction between p-quinones and 3,4-dihydro-2H-pyran, than the Lewis acids. The products were accomplished by the Diels-Alder cycloaddition reaction and their mechanistic pathways have been formulated. The impact of C2 and C2,5 substituents of the p-quinones on the cycloaddition reaction has been explored. Remarkably, it is the first report to explore this kind of in situ generated diene for the Diels-Alder cycloaddition reaction. © The Royal Society of Chemistry.

Kalapattukuppuswamy Kuppuswamy B. Balasubramanian

Conductive plastics

In situ processing

Olefins

Cycloaddition Reaction

Diels-Alder cycloadditions

DIELS-ALDER TRAPPING

Efficient catalysts

Lewis acid

Mechanistic pathways

PTOLUENESULFONIC ACID

Cycloaddition

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

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IIT Madras

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Diels-Alder trapping of in situ generated dienes from 3,4-dihydro-2H-pyran with p-quinone catalysed by p-toluenesulfonic acid

Journal	Data powered by TypesetOrganic and Biomolecular Chemistry
Publisher	Data powered by TypesetRoyal Society of Chemistry
ISSN	14770520
Open Access	No