Bai-Yu Xue, Chen-Ying Hou, Xiao-Bing Wang, Ming-Sheng Xie and Hai-Ming Guo
Org. Chem. Front., 2023,10, 1910-1914
DOI:
10.1039/D2QO01982E,
Research Article
With N-methyl-4-aminoindole as the 1,4-bisnucleophile, the regio- and enantioselective Friedel–Crafts alkylation/N-hemiacetalization and dehydration sequence with β,γ-unsaturated α-ketoesters was reported using 5 mol% Ni(II)-PyBPI complex, affording diverse chiral 7-membered-ring-bridged 3,4-fused tricyclic indoles in good results (up to 91% yield and 97% ee). The by-products were 6-membered-ring-bridged 4,5-fused tricyclic indoles.
