Investigation of the reaction of N??substituted indolylborates: Palladium catalyzed cross??coupling reactions and intramolecular alkyl migration reactions

M Ishikura, I Agata, N Katagiri

Index: Ishikura, Minoru; Agata, Isao; Katagiri, Nobuya Journal of Heterocyclic Chemistry, 1999 , vol. 36, # 4 p. 873 - 879

Full Text: HTML

Citation Number: 22

Abstract

Abstract The palladium catalyzed cross-coupling reaction of indolylborates with various N- protecting groups was investigated, where N-Methyl, N-methoxy, and N-tert-butoxycarbonyl groups were found to be useful. However, triethyl (1-methoxymethylindol-2-yl) borate could not be used for this reaction. It was also found that the alkyl migration reaction of trialkyl (1- methoxymethylindol-2-yl) borate produced 2-alkyl-1-methyl-indole accompanied by the ...

Related Articles:

Palladium-Catalyzed Selective Heck-Type Diarylation of Allylic Esters with Aryl Halides Involving a β-OAc Elimination Process

[Liu, Yan; Yao, Bo; Deng, Chen-Liang; Tang, Ri-Yuan; Zhang, Xing-Guo; Li, Jin-Heng Organic Letters, 2011 , vol. 13, # 5 p. 1126 - 1129]

Synthesis of indoles via alkylidenation of acyl hydrazides

[Hisler, Kevin; Commeureuc, Aurelien G.J.; Zhou, Sheng-ze; Murphy, John A. Tetrahedron Letters, 2009 , vol. 50, # 26 p. 3290 - 3293]

High-affinity inhibitors of dihydrofolate reductase: antimicrobial and anticancer activities of 7, 8-dialkyl-1, 3-diaminopyrrolo [3, 2-f] quinazolines with small molecular …

[Kuyper, Lee F.; Baccanari, David P.; Jones, Michael L.; Hunter, Robert N.; Tansik, Robert L.; Joyner, Suzanne S.; Boytos, Christine M.; Rudolph, Sharon K.; Knick, Vince; Wilson, H. Robert; Caddell, J. Marc; Friedman, Henry S.; Comley, John C. W.; Stables, Jeremy N. Journal of Medicinal Chemistry, 1996 , vol. 39, # 4 p. 892 - 903]

Novel aspects on the reaction of trialkyl-(1-methylindol-2-yl) borates

[Ishikura, Minoru; Terashima, Masanao Journal of the Chemical Society, Chemical Communications, 1989 , # 2 p. 135 - 136]

Novel aspects on the reaction of trialkyl-(1-methylindol-2-yl) borates

[Ishikura, Minoru; Terashima, Masanao Journal of the Chemical Society, Chemical Communications, 1989 , # 2 p. 135 - 136]

More Articles...