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Updated: Apr 29, 2026

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Access to 1,2-dihydroisoquinolines through gold-catalyzed formal [4+2] cycloaddition
Zhuo Xin1, Søren Kramer, Jacob Overgaard
1Center for Insoluble Protein Structures, Department of Chemistry, Interdisciplinary Nanoscience Center, Aarhus University, Langelandsgade 140, 8000 Aarhus C (Denmark), Fax: (+45) 861-961-99.
Abstract:
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.
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