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Beilstein J. Org. Chem. 2017, 13, 2549–2560, doi:10.3762/bjoc.13.251
Graphical Abstract
Figure 1: Natural indole containing molecules 1–7 of biological importance and synthetic auxin analogue 8 req...
Scheme 1: Synthetic strategy towards desired indole product 8.
Scheme 2: Initial flow reactor setup for the synthesis of intermediate 11.
Scheme 3: Coflore ACR setup for the synthesis of intermediate 11.
Scheme 4: Quenching and work-up of the reaction stream from the Coflore ACR for the synthesis intermediate 11....
Figure 2: X-ray structure of intermediate 11, and reductive cyclisation products 12 and 14, assigned structur...
Scheme 5: Stepwise reduction of intermediate 11 under hydrogenation conditions. * Indicates potential tautome...
Scheme 6: Flow sequence for the construction of product 8.
Scheme 7: Assembled process for flow synthesis of product 8 with yields and throughputs.