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10.13.1.1.1.2.1.9 Method 9: From o-Aminoaryl Allenes

DOI: 10.1055/sos-SD-110-00001

Joule, J. A.Science of Synthesis Knowledge Updates, (20102145.

This route generates 1H-indole-2,3-quinodimethanes, e.g. 541, which can be trapped by dienophiles (Scheme 195).[‌514‌] Coupling of a tert-butoxycarbonyl-protected 2-iodoaniline with an allene with palladium catalysis, produces substrates such as 540. This in the presence of a dienophile leads to 2,3,4,9-tetrahydro-1H-carbazoles, for example 542.

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