Tetrahedron Letters

Synthesis of indoles via alkylidenation of acyl hydrazides

K Hisler, AGJ Commeureuc, S Zhou, JA Murphy

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

Full Text: HTML

Citation Number: 20

Abstract

Indoles have been synthesised via alkylidenation of acyl phenylhydrazides using phosphoranes and the Petasis reagent, followed by in situ thermal rearrangement of the product enehydrazines. The Petasis reagent provides an essentially neutral equivalent of the [acid-catalysed] Fischer indole synthesis, but with acyl phenylhydrazides as starting substrates. Alkylidene triphenylphosphoranes convert aroyl phenylhydrazides to indoles, ...

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]

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]

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

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

More Articles...