Diastereoselective Synthesis of N‑Aryl Tetrahydroquinolines and N‑Aryl Indolines by the Tandem Reaction of Arynes
2014-06-20T00:00:00Z (GMT) by
A tandem reaction of arynes with α- or β-amino ketones has been revealed. Arynes react with β-amino ketones through a cascade insertion–cyclization process to afford N-aryl tetrahydroquinolines in good yield with excellent anti-selectivity. Meanwhile, the coupling of arynes with α-amino ketones produces multisubstituted indolines in high yield with syn-selectivity. A quaternary carbon center can be constructed in this process, and the reaction can be easily scaled up.
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