Vanjari Rajeshwer, Dutta Shubham, Gogoi Manash P, Gandon Vincent, Sahoo Akhila K
School of Chemistry , University of Hyderabad , Hyderabad , Telangana India - 500046.
Institut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), CNRS UMR 8182 , Université Paris-Sud, Université Paris-Saclay , Bâtiment 420 , 91405 Orsay cedex , France.
Org Lett. 2018 Dec 21;20(24):8077-8081. doi: 10.1021/acs.orglett.8b03830. Epub 2018 Dec 12.
Developed is an unprecedented Au(I)-catalyzed syn-1,2-difunctionalization of ynamides with 2-aminobenzonitriles via nitrile activation. The coupling between ynamides and 2-aminobenzonitriles is explicitly regioselective, providing a straightforward access to 2,4-diamino-substituted quinolines. Density functional theory (DFT) study provides insightful information and rationalizes the reaction pathway. It shows how the synergy between ynamide π-activation and nitrile σ-coordination by the Au(I) catalyst makes the cyclization viable.
通过腈活化开发了一种前所未有的金（I）催化的炔酰胺与2-氨基苯腈的顺式1,2-双官能化反应。炔酰胺与2-氨基苯腈之间的偶联具有明确的区域选择性，为制备2,4-二氨基取代的喹啉提供了一条直接的途径。密度泛函理论（DFT）研究提供了有见地的信息并合理化了反应途径。它展示了金（I）催化剂对炔酰胺π-活化和腈σ-配位之间的协同作用如何使环化反应得以实现。
