Asymmetric synthesis of 7-membered-ring-bridged 3,4-fused tricyclic indoles via Friedel–Crafts alkylation/annulation?
Organic Chemistry Frontiers Pub Date: 2023-03-14 DOI: 10.1039/D2QO01982E
Abstract
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.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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