Access to 1,2-dihydroisoquinolines through gold-catalyzed formal [4+2] cycloaddition.
A new synthetic route to the privileged 1,2-dihydroisoquinolines is reported. This method, which relies on a gold-catalyzed formal [4+2] cycloaddition between ynamides and imines, provides a new retrosynthetic disconnection of the 1,2-dihydroisoquinoline core by installing the 1,8a C-C and 2,3 C-N bonds in one step. Both aldimines and ketimines can be used as substrates. In addition, one example of dihydrofuropyridine synthesis is also demonstrated.
['Xin|Zhuo|Z|', 'Kramer|Søren|S|', 'Overgaard|Jacob|J|', 'Skrydstrup|Troels|T|']
D002384:Catalysis D003500:Cyclization D061565:Cycloaddition Reaction D006046:Gold D007546:Isoquinolines D015394:Molecular Structure D013237:Stereoisomerism
cycloaddition ynamides gold heterocycles homogeneous catalysis