TY - JOUR T1 - Fused ring construction around pyrrole, indole, and related compounds via palladium-catalyzed oxidative coupling with alkynes. AU - Yamashita,Mana, AU - Horiguchi,Hakaru, AU - Hirano,Koji, AU - Satoh,Tetsuya, AU - Miura,Masahiro, PY - 2009/9/2/entrez PY - 2009/9/2/pubmed PY - 2009/12/16/medline SP - 7481 EP - 8 JF - The Journal of organic chemistry JO - J Org Chem VL - 74 IS - 19 N2 - The selective synthesis of 1,2,3,4-tetrasubstituted carbazoles can be performed effectively through the palladium-catalyzed oxidative coupling reactions of N-substituted indoles or their carboxylic acid derivatives with alkynes. Unsymmetrically octasubstituted carbazoles can also be obtained by the stepwise couplings of 1-methylpyrrole-2-carboxylic acid with two different alkynes. In addition, the present coupling procedure is applicable to the synthesis of other various heteroarenes possessing di-, tri-, and tetracyclic cores. Some of the products exhibit intense fluorescence in the solid state. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/19719122/Fused_ring_construction_around_pyrrole_indole_and_related_compounds_via_palladium_catalyzed_oxidative_coupling_with_alkynes_ L2 - https://doi.org/10.1021/jo9016698 DB - PRIME DP - Unbound Medicine ER -