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Designed Bifunctional Ligands in Cooperative homogeneous gold catalysis

CCS Chemistry 2021年第1期3卷 1989-2002页

作者： Xinpeng Cheng Liming Zhang Department of Chemistry and Biochemistry University of CaliforniaSanta BarbaraCA 93106

Over the past two decades,homogeneous gold catalysis has experienced exponential development and contributed a plethora of highly valuable synthetic methods to the synthetic toolbox.Metal–ligand cooperative catalysis is a versatile strategy for achieving highly efficient and/or novel catalysis but has seldom been explored in gold chemistry.This minireview summarizes the progress we have made in developing remotely functionalized biaryl-2-ylphosphine ligands and employing them in cooperative gold catalysis that achieves excellent catalytic efficiency or realizes previously unknown reactivities.This approach also provides new venues for implementing asymmetric gold catalysis.

关键词： homogeneous gold catalysis cooperative catalysis phosphine bifunctional ligands

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Practical and modular construction of benzo[c]phenanthridine compounds

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Science China Chemistry 2022年第7期65卷 1338-1346页

作者： Cheng Zhang Qian Chen Lei Wang Qiaoying Sun Yangyang Yang Matthias Rudolph Frank Rominger A.Stephen K.Hashmi Organisch-Chemisches Institut Heidelberg UniversityHeidelberg 69120Germany Chemistry Department Faculty of ScienceKing Abdulaziz University(KAU)Jeddah 21589Saudi Arabia Cellular Immunotherapy Lab the Medical Faculty of Heidelberg UniversityHeidelberg University HospitalHeidelberg 69120Germany

Here,we describe a general and modular strategy for the rapid assembly of benzo[c]phenanthridine(BCP)derivatives using homogeneous gold catalysis.Notably,in contrast to traditional methods based on the specially preformed substrates that have an inherent preference for the formation of this class of compounds with limited flexibility,this protocol is achieved via a selectively intramolecular cascade of a diazo-tethered alkyne and subsequently an intermolecular cyclization with a nitrile to facilitate the successive C–N and C–C bonds formation.This methodology uses readily available nitriles as the nitrogen source to deliver the products in good yield with excellent functional group compatibility.A preliminary anti-tumor activity study of these generated products exhibits high anticancer potency against five tumor cell lines,including He La,Mel624,SW-480,8505C,LAN-1.Besides,we report a catalyst-controlled intermolecular cycloaddition/intramolecular insertion of the substrate with a fulvene to provide fused polycarbocycles containing a seven-membered ring.

关键词： selectivity homogeneous gold catalysis domino cyclization benzo[c]phenanthridine(BCP) anticancer activity

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