Tetrahedron p. 9531 - 9542 (1995)
Update date:2022-07-29
Topics:
Schlecker, Wolfgang
Huth, Andreas
Ottow, Eckhard
Mulzer, Johann
2,5-Pyridinedicarboxamides 1 and 2, 5-bromo-3-pyridinecarboxamide 7 and 3-hydroxy-2,5-pyridinedicarboxamide 9 undergo 1,4-addition with Grignard reagents to give the 2,4,5- or 3,4,5- and 2,3,4,5-substituted pyridines 3-6, 8 and 10 after oxidation with NCS or oxygen.After selective transformation of amides 5 and 8 to carbamates 17 and 19, a modified intramolecular Golberg amide arylation furnishes the β-carbolines 22 and 24 in good yields.
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