46913-72-8Relevant academic research and scientific papers
Domino inverse electron-demand Diels-Alder/cyclopropanation reaction of diazines catalyzed by a bidentate lewis acid
Kessler, Simon N.,Neuburger, Markus,Wegner, Hermann A.
, p. 17885 - 17888,4 (2012)
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.
