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Domino inverse electron-demand Diels-Alder/cyclopropanation reaction of diazines catalyzed by a bidentate lewis acid
A domino inverse electron-demand Diels-Alder (IEDDA)/cyclopropanation reaction of diazines was discovered by applying electron-rich furans in the bidentate Lewis acid catalyzed IEDDA reaction. This process produces benzonorcaradienes in excellent yields with a low loading of a bidentate Lewis acid catalyst of 2 to 5 mol %. We demonstrate the broad applicability by 20 examples with different dienophiles and a variety of dienes. A detailed mechanism is proposed supported by DFT calculations.
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Phthalazine – Wikipedia,
Phthalazine | C8H6N229 – PubChem