Science of Synthesis

Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 10.

The 4- and 7-alkoxy-1H-indoles ‌33‌ can be made from alkynylarenes ‌32‌, which have an ortho-halogen, using palladium catalysis to introduce the nitrogen as a primary amine (‌Scheme 15‌).[‌61‌,‌62‌]

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8-(8-Meeeeeeee)-8-eeeee-8M-eeeeee (‌88‌, M8 = Me; M8 = 8-Meeeeeeee); Meeeeee Meeeeeeee:[‌88‌]

Me e eeeeeeeeee ee 8-eeeeeeeeeeeeee (88.8 ee, 8.88 eeee), Me(MMe)8 (8.8 ee, 8.888 eeee), M-eeeeeeeeeeee eeeeeee ‌88‌ (88.8 ee, 8.888 eeee), eee e-MeMM (888 ee, 8.88 eeee) ee eee eeeeeee (8.8 eM) eee eeeee 8-(8-eeeeeeeeeeee)eee-8-eee (88.8 ee, 8.88 eeee) eee eee eeeeeeeee eeeeeee eee eeeeeee eee 88 e ee 888°M. Meee, M8M (88 eM) eee eeeee ee eeeeeee eeeeeeeeeee. Mee eeeeeee eeeee eee eeeeeeeee eeee Me8M (8 × 88 eM) eee eee eeeeeeee eeeeeee eeeeeeee eeee eeeee (Me8MM8) eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeee/MeMMe 888:8) ee eeeee eee eeeee eeeeeeee ee e eeeee eeeee; eeeee: 888 ee (88%); ee 888–888°M.

References