Special Issue Honoring Prof. Guoqiang Lin's Contributions to Organic Chemistry
Synthesis of 1,1-Disubstituted Indenes via Palladium-Catalyzed Cross-Coupling of ortho-Alkenyl Bromobenzenes and α-Aryl-α-diazoesters
Xiao-Jiao Feng
,
Jian-Guo Fu
,
Qian Zhao
,
Yu-Han Lu
,
Shu-Sheng Zhang∗
,
Chen-Guo Feng∗
This work was supported by the National Natural Science Foundation of China (22271195), the Science and Technology Commission of Shanghai Municipality (21ZR1482100 and 22ZR1458900), the Shanghai Municipal Education Commission (2019-01-07-00-10-E00072), Shanghai Science and Technology Development Fund from Central Leading Local Government (YDZX20223100001004), and Shanghai Municipal Health Commission/Shanghai Municipal Administration of Traditional Chinese Medicine (ZY(2021–2023)-0501).
Dedication to Professor Guo-Qiang Lin on the Occasion of his 80th Birthday
Abstract
Palladium-catalyzed cross-coupling of ortho-alkenyl bromobenzenes and α-aryl-α-diazoesters was realized. The reactions proceeded in moderate to excellent yields with broad substrate scope, providing a straightforward method for the synthesis of 1,1-disubstituted indenes. The reaction is thought to undergo a tandem alkenyl C–H activation/carbene insertion sequence, in which a C,C-pallada(II)cycle is the key intermediate.
22 CCDC 2226861 contains the supplementary crystallographic data for this paper. The data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/structures
