Literature DB >> 22038299

A multi-component domino reaction for the direct access to polyfunctionalized indoles via intermolecular allylic esterification and indolation.

Bo Jiang1, Mian-Shuai Yi, Feng Shi, Shu-Jiang Tu, Suresh Pindi, Patrick McDowell, Guigen Li.   

Abstract

A novel multi-component reaction for the synthesis of polyfunctionalized indoles and bis-indoles has been established. The reaction pathways were controlled by varying enamines with different substitution patterns to give polyfunctionalized indoles and bis-indoles selectively. The reaction proceeds at a fast speed within 15-30 min with water as the major byproduct, which makes work-up convenient. This journal is © The Royal Society of Chemistry 2012

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Year:  2011        PMID: 22038299      PMCID: PMC3691686          DOI: 10.1039/c1cc15913e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  35 in total

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7.  The atom economy--a search for synthetic efficiency.

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9.  DDQ-mediated direct cross-dehydrogenative-coupling (CDC) between benzyl ethers and simple ketones.

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  11 in total

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Review 2.  Transition metal-free one-pot synthesis of nitrogen-containing heterocycles.

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Journal:  Chemistry       Date:  2012-07-05       Impact factor: 5.236

4.  Four-component strategy for selective synthesis of azepino[5,4,3-cd]indoles and pyrazolo[3,4-b]pyridines.

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5.  Metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization: stereospecific construction with concomitant functionalization of indolizin-5(1H)-one.

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6.  Allylic amination and N-arylation-based domino reactions providing rapid three-component strategies to fused pyrroles with different substituted patterns.

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7.  Divergent synthesis of dual 1,4-dihydropyridines with different substituted patterns from enaminones and aldehydes through domino reactions.

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8.  Domino reaction of arylglyoxals with pyrazol-5-amines: selective access to pyrazolo-fused 1,7-naphthyridines, 1,3-diazocanes, and pyrroles.

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9.  Catalytic arylsulfonyl radical-triggered 1,5-enyne-bicyclizations and hydrosulfonylation of α,β-conjugates.

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10.  Tuneable access to indole, indolone, and cinnoline derivatives from a common 1,4-diketone Michael acceptor.

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