A New Entry to the Synthesis of 2,3-Disubstituted Indoles

Tetrahedron, 2011

The Open Medicinal Chemistry Journal, 2021

Indoles constitute a widely occurring functional group in nature and are present in an extensive number of bioactive natural products and medicinally important compounds. As a result, exponential increases in the development of novel methods for the formation of indole core along with site-specific indoles have been established. Conventional methods for the synthesis of indoles are getting replaced with green methods involving ionic liquids, water as a solvent, solid acid catalyst, microwave irradiation and the use of nanoparticles under solvent-free conditions. In addition, there are immense applications of the substituted indoles in diverse fields.

Contemporary Organic Synthesis, 1994

Tetrahedron, 2011

Having developed the one-pot triacetylation of indolin-3-ones, we have now devised a simple two-step reaction sequences to produce di-and mono-acetylated indoles from indolin-2-ones. The indolin-2-ones were first subjected to acetylation in the presence of acetic anhydride and a catalytic amount of N,Ndimethylaminopyridine to give 2-acetoxy-1,3-diacetylindoles. Subsequently, an enzyme-assisted deacetylation resulted in the chemoselective deprotection of the acetoxy group to produce 1,3-diacetyl-2-hydroxyindoles. However, a chemical deacetylation of 2-acetoxy-1,3-diacetylinoles under mild basic or acidic conditions resulted in the formation of 3-acetyl-2-hydroxyindoles.

Mediterranean Journal of Chemistry

In this study, we describe the creation of a straightforward and incredibly effective protocol for the synthesis of new 3-Substituted indole derivatives. This multicomponent reaction involved indole, acetylacetone and active aldehyde derivatives in the presence of ethanol as solvent followed by acetonitrile as a base. We go through current developments in organic synthesis methodology for multicomponent reactions that produce substituted indole derivatives with a more environmentally friendly base catalytic condition, as well as the applications that go along with them. FT-IR, 1H-NMR and MS are used to characterise the synthesized compound of indole derivatives. Antibacterial activity of synthesized compounds has also been done.

Methyl indolenines (4a-c) and (5a-c) were prepared in high yield by a Fischer indole synthesis reaction of o,m-tolylhydrazine hydrochlorides (1a-b) with isopropyl methyl ketone (2) and 2-methylcyclohexanone (3) in acetic acid at room temperature. o,p-Nitrophenylhydrazines (1c-d) were reacted with 2-methylcyclohexanone (3) in acetic acid at reflux to give nitroindolenines (5d-e), while the attempted reactions of o,pnitrohydrazines with isopropyl methyl ketone (2) in acetic acid were not successful. Compounds (1c-d) were reacted with isopropyl methyl ketone (2) in acetic acid/HCl to give 2,3,3-trimethyl-5-nitro-indolenine (4e) and 2,3,3-trimethyl-7-nitroindolenine (4d).

The Journal of Organic Chemistry, 1996

ChemInform, 2008

Tetrahedron, 1987

Attract-Anilides 4a-c,e-k, lla-d in which the amide function is tenzylated, or silylated and having different electron-withdrawing groups (acx;) at the msthyl moiety in the ortho position of the amide functicn, cyclize urder the influence of potassiumert-butoxide to the corresponding indole derivatives %-c,e-k and 9a-d, respectively. Under these conditions the chloroacetamides &!,a and Recently we have published a modified Madelurq indole synthesis for the preparation of 2,3dihydro-lE-pyrrolo[1,2-alindoles and 6,7,8,9-tetrahydrqyrido[1,2-&]indoles.* In the present paper wz describe the results of cur work on the tiified Madelung indole synthesis under mild conditions of N-nror0acylated~rtho-alkylaniline.s in which the nitrogen is also benzylated, or in -which the amide function is also silylated and carrying different electron-withdrawing groups (EX) at the methyl moiety in the e position of the amide function to give the 3-W substituted-N_-benzylindoles 5 or the indoles 9. The starting amides 4 for the intralecular condensation were synthesized in gad overall yields by reductive alkylation of the anilines 1, via fornmticn of the imines 2 and subsequent reducticn to the N_benzylanilines 3, followed by acylaticn to afford the amides 4. The anilines Izx,~ lb,1° l~,~ and le,ll were obtained according to the literature. The cor-3817 3818 E. 0. M. ORLEMANS ef al,

Opera Mundi, 2024

Depois de sete décadas de conflito e ocupação ilegal do território da Palestina por parte do Estado de Israel, no dia 7 de outubro de 2023, as milicias armadas do Hamas atacaram por terra, ar e mar o sul do território ocupado por Israel. Conseguiram atingir um quartel militar, mataram mais de 1.100 pessoas (um número indeterminado de mortes foi provocado por “fogo amigo” oriundo das Forças de “Defesa” de Israel) e fizeram 251 prisioneiros que foram levados para os túneis de Gaza. Tudo indicava que Israel tinha sido militarmente surpreendido e seu prestigioso serviço de inteligência enganado, mas pode ter outra explicação.