Search results for " 1.3-cyclohexadienes"

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Diels-Alder reaction between indoles and cyclohexadienes photocatalyzed by a (thia)pyrylium salt

2007

"Thiapyrylium salt 1 is an efficient photocatalyst in the Diels-Alder reaction between indoles (InHs) and 1,3-cyclohexadienes (CHDs). For instance, irradiation of deaerated dichloromethane solutions containing 1 (1 mM), indole (20 mM) and cyclohexadiene (40 mM), in the presence of an acylating agent, led to the Diels-Alder cycloadduct in 62% yield (endo:exo ratio of 1.8:1). Taking into account the very high intersystem crossing yield (Φisc = 0.97) of thiapyrylium salt 1, involvement of its triplet excited state in this Diels-Alder reaction has been studied using steadystate and time-resolved experiments; the results are compared with those previously obtained for pyrylium salts, which exhib…

Indoles 1.3-cyclohexadienesUNESCO::QUÍMICA:QUÍMICA::Química orgánica [UNESCO]Diels-Alder reaction ; Photocatalysis ; Thiapyrylium salts ; Indoles 1.3-cyclohexadienesUNESCO::QUÍMICA::Química orgánicaPhotocatalysisDiels-Alder reaction:QUÍMICA [UNESCO]Thiapyrylium salts

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