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6926084 
Journal Article 
High-Pressure-Promoted Diels-Alder Approach to Biaryls: Application to the Synthesis of the Cannabinols Family 
Minuti, L; Temperini, A; Ballerini, E; , 
2012 
Yes 
Journal of Organic Chemistry
ISSN: 0022-3263
EISSN: 1520-6904 
AMER CHEMICAL SOC 
WASHINGTON 
77 
18 p.7923-7931 
7923-7931 
22913266 
WOS:000308957700015 
Diels-Alder reactions of a range of 1-(alkoxy/alkyl/halogen-substituted phenyl)buta-1,3-dienes with methyl propiolate carried out in a green ethanolic medium under 9 kbar pressure were investigated. The use of high pressure as activating method of the Diels-Alder reactions allows efficient and regioselective generation of a series of cyclohexadienyl-benzene cycloadducts that are oxidized to the corresponding biaryls. The alkoxy/alkyl/halogen-substituted biaryls produced are useful precursors for accessing substituted 6H-benzo[c]chromen-6-ones and the cannabinols family.