Pd-Catalyzed Dearomatization of Indole Derivatives via Intermolecular Heck Reactions?
Pd-catalyzed intermolecular dearomative Heck reaction of indoles with aryl iodides is described. The challenges on both reactivity and regioselectivity are addressed by the judicious regulation of the geometric and electronic properties of the substrates. An array of indoline derivatives bearing C2-quaternary center is obtained in good to excellent yields (up to 93%) with exclusive regioselectivity under operationally simple conditions. The mechanistic proposal is supported by detailed DFT calculations.
Ruthenium-catalyzed synthesis of indoles from anilines and epoxides
A general synthetic route to indoles from readily available anilines and epoxides by using ruthenium catalysis is described. This straightforward transformation allows a variety of indoles to be obtained in good yields by using [Ru3(CO)12]/1,1-bis(diphenylphosphino)ferrocene as the catalytic system. Water and hydrogen are formed as the only stoichiometric by-products, making this process highly atom efficient.
Fischer indole synthesis in the absence of a solvent
The traditional Fischer synthesis of indoles has been investigated and it has been shown that the reaction proceeds in good yield in the absence of a solvent.
Matsumoto, Kiyoshi,Tanaka, Akinori,Yukio, Ikemi,Hayashi, Naoto,Toda, Mitsuo,Bulman, Robert A.
p. 9 - 12
(2007/10/03)
One-pot synthesis of indoles from ketones and hydrazines under mild reaction conditions
A facile one-pot method is presented for the synthesis of indoles via condensation of ketone with hydrazine followed by acylation and rearrangement. This convenient synthetic method provides an easy and simple access to indoles.
Miyata,Kimura,Naito
p. 1635 - 1638
(2007/10/03)
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