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We developed facile one-pot methods for the transformation of 2-arylindoles to polyhydropyrido[1,2-a]indoles and tetracyclic quinazolinones. The copper-catalyzed oxidation of 2-arylindoles to C-acylimines followed by aza-Diels?Alder reactions or oxidative ring-expansion reactions afforded significant polycyclic heterocycles.

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An efficient methodology is described and exploited for the preparation of differently substituted indoles and azaindoles via microwave-assisted cycloisomerization in water of 2-alkynylanilines and alkynylpyridinamines, which is promoted by catalytic amounts of neutral or basic salts or by stoichiometric weak organic bases. Good to high yields in the cyclization can be achieved for a variety of 2-amino(hetero)aryl alkynes. Reactions are run without any added metal catalyst. A comparison with the cycloisomerization conducted under conventional heating is also described. An efficient methodology is described for the preparation of differently substituted 1H-indoles and 1H-azaindoles via microwave-assisted cycloisomerization in water of 2-alkynylanilines and alkynylpyridinamines, promoted by catalytic amounts of neutral or basic salts or by weak organic bases.

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A novel synthetic approach toward benzo[a]carbazoles or 6-amino benzo[a]carbazoles containing an unprotected NH unit through Rh(iii)-catalyzed cascade reactions of 2-arylindoles or 2-arylindole-3-carbonitriles with alpha-diazo carbonyl compounds has been established. To our knowledge, this is the first example in which the NH unit of indole is used as a directing group for an intramolecular C(sp2)-H bond functionalization to give benzo[a]carbazole derivatives. Notably, this method features easily obtainable substrates, good functional group tolerance, excellent regio-selectivity, and high atom-efficiency.

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A novel copper-catalyzed cascade radical sulfonylation of N-propargyl-substituted indoles with concomitant 1,2-aryl migration was described. The protocol, which has good functional-group tolerance, provides practical, versatile and atom-economical method of accessing a new class of fascinating 2-sulfonated pyrrolo[1,2-alpha]indole derivatives in moderate to good yields through the formation of the new C?S, C?C and C=O bonds in a one-step. (Figure presented.).

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A novel copper-catalyzed cascade radical sulfonylation of N-propargyl-substituted indoles with concomitant 1,2-aryl migration was described. The protocol, which has good functional-group tolerance, provides practical, versatile and atom-economical method of accessing a new class of fascinating 2-sulfonated pyrrolo[1,2-alpha]indole derivatives in moderate to good yields through the formation of the new C?S, C?C and C=O bonds in a one-step. (Figure presented.).

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We have developed a gold-catalyzed intramolecular cyclization of variously substituted acetylenic amines under mild conditions, which yields pyrrolopyridines and 2-substituted indoles, quantitatively. The cycloisomerization of acetylenic amines was achieved with AuCl3 as catalyst without the use of base, acid or N-protecting group.

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A highly efficient IrIII-catalyzed cascade cyclization of indoles and diazoes giving access to unique pentacyclic-fused carbazoles has been developed. This novel strategy expanded the application scope of coupling partners to take diazo compounds as a C2 source, and two new cycles, three new C?C and one new C?N bonds were formed in one-pot.

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The invention discloses a 2 – substituted indole compound synthesis method, which belongs to the field of organic synthesis. The invention formula 1 indicated by the 2 – fluoro toluene compound of formula 2 is shown the nitrile compound in the presence of strong alkali and cesium under the condition that the additive, is mixed with organic solvent, the reaction formula 3 indicated by the 2 – substituted indole compound. The invention synthetic method is simple, economic, more extensive applicability, is suitable for the large-scale production, the synthetic indole compound has a very important influence. (by machine translation)

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One-pot, four-step syntheses of indoles using both solid-supported heterogeneous and homogeneous palladium catalysts and reagents were carried out. Such a combination of these two-phase catalysts and reagents causes a dramatic increase in yield, and it is a simple process. The presented methodology is effective for four-step reactions to provide various functionalized indoles.

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The invention discloses a 2 – substituted indole compound synthesis method, which belongs to the field of organic synthesis. The invention formula 1 indicated by the 2 – fluoro toluene compound of formula 2 is shown the nitrile compound in the presence of strong alkali and cesium under the condition that the additive, is mixed with organic solvent, the reaction formula 3 indicated by the 2 – substituted indole compound. The invention synthetic method is simple, economic, more extensive applicability, is suitable for the large-scale production, the synthetic indole compound has a very important influence. (by machine translation)

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