共查询到20条相似文献,搜索用时 31 毫秒
1.
A simple protocol was established to synthesize 2,3-dialkyl indoles and various tetrahydrocarbazoles via Fischer indole synthesis. This method uses ceric ammonium nitrate as a catalyst for the Fischer indole synthesis with substituted phenyl hydrazine hydrochlorides and 2-butanone, phenyl propanal, and cyclohexanone. This process is a practical synthetic method for the preparation of various 2,3-disubstituted alkyl indoles and tetrahydrocarbazoles. 相似文献
2.
Fischer吲哚合成法的研究进展 总被引:10,自引:0,他引:10
吲哚及其衍生物具有某些生物活性, 其合成方法很多. 其中Fischer吲哚合成是最便捷和经济的合成方法, 应用最多. 对此法近十年来的合成工艺进行了综述和评价. 相似文献
3.
Cascade Multicomponent Synthesis of Indoles,Pyrazoles, and Pyridazinones by Functionalization of Alkenes
下载免费PDF全文
![点击此处可从《Angewandte Chemie (International ed. in English)》网站下载免费的PDF全文](/ch/ext_images/free.gif)
Dr. Kiran Matcha Dr. Andrey P. Antonchick 《Angewandte Chemie (International ed. in English)》2014,53(44):11960-11964
The development of multicomponent reactions for indole synthesis is demanding and has hardly been explored. The present study describes the development of a novel multicomponent, cascade approach for indole synthesis. Various substituted indole derivatives were obtained from simple reagents, such as unfunctionalized alkenes, diazonium salts, and sodium triflinate, by using an established straightforward and regioselective method. The method is based on the radical trifluoromethylation of alkenes as an entry into Fischer indole synthesis. Besides indole synthesis, the application of the multicomponent cascade reaction to the synthesis of pyrazoles and pyridazinones is described. 相似文献
4.
Rosenbaum C Katzka C Marzinzik A Waldmann H 《Chemical communications (Cambridge, England)》2003,(15):1822-1823
The Fischer indole synthesis using polymer-bound hydrazines is employed as the key step for the development of a traceless indole synthesis on a solid support. 相似文献
5.
6.
7.
[reaction: see text] A novel one-pot synthesis of indole systems via tandem hydroformylation/Fischer indole synthesis starting from olefins and arylhydrazines is described. This tandem procedure leads directly to 3-substituted indoles if unsubstituted phenylhydrazine is used and to 3,5- respectively 3,7-disubstituted indoles if para- or ortho-substituted arylhydrazines are used. 相似文献
8.
We have developed a general one-pot method to provide highly functionalized tryptamine derivatives, via a Fischer indole type pathway. In this article, we demonstrate optimal conditions for a one-pot indole synthesis, allowing for the synthesis of a broad scope of 2-methyl tryptamine derivatives and a precursor for the synthesis of the core structure of some akuammiline alkaloids. Additionally, further modification of the indole products is described. 相似文献
9.
10.
A convenient synthesis of 1-oxo-1,2,3,4-tetra-hydrocarbazoles has been developed by reaction of 2-aminocyclohexanone hydrochlorides with various phenylhydrazine hydrochlorides via Fischer indole synthesis under mild conditions. The method is more satisfactory in terms of the easy availability of starting materials and the simple one-pot operation. 相似文献
11.
A p-TsOH promoted one-pot synthesis of multi-substituted 2-trifluoromethyl indole derivatives, for instance, 2-trifluoromethyl-3-phenylindoles, 2-trifluoromethyl-indole-3-propanoates, and 2-trifluoromethyl-indole-3-butanoates from reactions of 1,1,1-trifluoro-3-phenylacetone and simply prepared ω-trifluoromethyl substituted δ and ?-ketoesters with arylhydrazines via Fischer indole synthesis has been developed. 相似文献
12.
I. I. Grandberg 《Chemistry of Heterocyclic Compounds》1974,10(5):501-510
A series of papers devoted to the synthesis of tryptamines and related structures (tryptophols, homotryptamines, eserines, azatryptamines, etc.) from halocarbonyl compounds and arylhydrazines are correlated. The data on the mechanism of the reaction can be successfully applied to the Fischer indole synthesis. 相似文献
13.
Moballigh Ahmed 《Tetrahedron letters》2004,45(4):869-873
Reaction of aliphatic olefins with synthesis gas and hydrazines in the presence of rhodium phosphine catalysts leads directly to the corresponding hydrazones. Applying Iphos as ligand good to excellent yields and high chemo- and regioselectivities were obtained in toluene under mild conditions. In case of aromatic hydrazines in situ Fischer indole synthesis can be combined with the new hydrazone preparation to give substituted indoles directly from olefins. 相似文献
14.
A number of new 3,6-di-(2-indolyl)-dibenzofuran and carbazole derivatives have been prepared from dibenzofuran and carbazole linkers via the Fischer indole synthesis. The bis-indoles were successfully formylated at C3 and the resulting dicarbaldehydes were combined with diamines to generate indole based imine macrocyclic systems. 相似文献
15.
2,3-Disubstituted indoles were synthesized by solid-phase reaction using the Fischer indole synthesis. A "traceless" silicon linker was employed with the silicon-carbon bonding being cleaved with TFA. An oxygen atom was placed into the middle of the spacer/linker so as to enhance solid-phase synthesis by better solvation. 相似文献
16.
William C. Neuhaus Ian J. Bakanas Joseph R. Lizza Charles T. Boon Jr. 《Green Chemistry Letters and Reviews》2016,9(1):39-43
Novel eco-friendly tetramethylguanidinium propanesulfonic acid trifluoromethylacetate ([TMGHPS][TFA]) ionic liquid was developed as catalyst and medium for the Fischer indole synthesis of a wide variety of hydrazines and ketones. The indole products were isolated in high yields and with minimal amounts of organic solvent. This reaction showed that [TMGHPS][TFA] can be regenerated and reused with reproducible yields without eroding the integrity of the ionic liquid. 相似文献
17.
《Tetrahedron》1988,44(16):5215-5228
Two synthetic routes to 1,2-disubstituted carbazoles are described. The first involves condensation of 2-alkyl-substituted indoles with 2,3-unsaturated ketones in the presence of Pd/C and molecular sieves, the second is based on the reaction of a 2-vinylic indole with the Vilsmeier reagent. The vinylic indoles were prepared by a Fischer indole synthesis, or via 1-benzenesulphonyl-2-lithioindole. 相似文献
18.
Two-step route to indoles and analogues from haloarenes: a variation on the Fischer indole synthesis
In a new variation on the Fischer indole synthesis, readily available haloarenes are converted into a wide range of indoles in just two steps by halogen-magnesium exchange and quenching with di-tert-butyl azodicarboxylate, followed by reaction with aldehydes or ketones under acidic conditions. The protocol, which is readily extended to the preparation of indole isosteres, 4- and 6-azaindoles and thienopyrroles, obviates the need to prepare potentially toxic aryl hydrazines, simultaneously avoiding undesirable anilines such as naphthylamines. 相似文献
19.
20.
The two component one-pot hydroformylation/Fischer indole synthesis sequence of 2,5 dihydropyrroles and phenyl hydrazines allows a facile and convenient access to tetrahydro-beta-carbolines in moderate to good yields. 相似文献