Gold Self-Relay Catalysis Enabling Regioselective Bicyclization toward [5]Azahelicenes
Yi-Ting Shen1, Yan Zhang1, Cheng-Long Ji, Cong-Yu Zhang, Xiang Wang, Man-Su Tu,* Bo Jiang* Wen-Juan Hao*
A gold self-relay catalysis driving a double annulation cascade starting from soft elec-tron-biased 1,2-di(o-aminoaryl)alkynes and aldehydes is reported, enabling regioselective access to produce a series of [5]azahelicenes depending on the substitution pattern in generally good yields under mild conditions. This protocol exploits and unifies the π- and σ-Lewis acid capability of gold catalysts, featuring high molecular convergence, broad substrate flexibility, good functional group compatibility and regioselectivity.
J. Org. Chem. 2024, DOI: 10.1021/acs.joc.4c01308