Hong Gao

Yangzhou University

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Four-component reaction of cyclic amines, 2-aminobenzothiazole, aromatic aldehydes and acetylenedicarboxylate

Beilstein Journal of Organic Chemistry (2013)

Hong Gao Jing Sun Chao‐Guo Yan

The four-component reaction of 2-aminobenzothiazole, aromatic aldehydes, acetylenedicarboxylate and piperidine or pyrrolidine in ethanol afforded the functionalized 2-pyrrolidinones containing both benzothiazolyl and piperidinyl (or pyrrolidinyl) units in good yields. On the other hand, the similar four-component reactions resulted in the functionalized morpholinium or piperidinium 2-pyrrolidinon-3-olates in the presence of p-toluenesulfonic acid.

Piperidine

Acetylenedicarboxylate

Pyrrolidine

Pyrrolidinones

Component (thermodynamics)

Dimethyl acetylenedicarboxylate

Cyclic amines

10.3762/bjoc.9.330

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Citations (8)

Synthesis of 2-(1-Aryl-2-nitroethyl)-3-arylaminoacrylates via Domino Reaction of Arylamines, Methyl Propiolate, and Nitrostyrenes

Synthesis (2012)

Chao‐Guo Yan Jing Sun Yan Sun Hong Gao

An efficient synthetic protocol for 2-(1-aryl-2-nitroethyl)-3-arylaminoacrylates was successfully developed by the one-pot domino reaction of arylamines, methyl propiolate, and nitrostyrenes. The reaction involves the formation of β-enamino ester and its sequential Michael addition to nitrostyrene.

Domino

Cascade reaction

Reaction conditions

Michael reaction

10.1055/s-0031-1289718

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Citations (5)

Povarov Reaction of β-Enamino Esters and Isatin-3-imines for Diastereoselective Synthesis of Spiro[indoline-3,2′-quinolines]

Synthesis (2013)

Chao‐Guo Yan Hong Gao Jing Sun

The p-toluenesulfonic acid catalyzed Povarov reaction of isatin-3-imines with β-enamino esters, which were generated in situ from the reaction of arylamines and methyl propiolate in ethanol, afforded the polysubstituted spiro[indoline-3,2′-quinolines] in high yields and with high diastereoselectivity.

Isatin

Indoline

10.1055/s-0033-1340459

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Citations (28)

ChemInform Abstract: Synthesis of Spiro[indoline-3,2′-quinoline] Derivatives Through a Four-Component Reaction.

ChemInform (2012)

Jing Sun Yan Sun Hong Gao Chao‐Guo Yan

Quinoline

10.1002/chin.201235163

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Citations (0)

Selective Synthesis of Functionalized Spiro[indoline-3,2′-pyridines] and Spiro[indoline-3,4′-pyridines] by Lewis Acid Catalyzed Reactions of Acetylenedicarboxylate, Arylamines, and Isatins

The Journal of Organic Chemistry (2014)

Hong Gao Jing Sun Chao‐Guo Yan

The functionalized spiro[indoline-3,2'-pyridine]-3',4',5',6'-tetracarboxylates were efficiently synthesized by BF3·OEt2-catalyzed reactions of isatin-3-imines with acetylenedicarboxylates in methylene dichloride. Under similar conditions, the BF3·OEt2-catalyzed three-component reactions of acetylenedicarboxylates, arylamines, and isatins afforded functionalized spiro[indoline-3,4'-pyridine]-2',3',5',6'-tetracarboxylates in moderate yields.

Indoline

Isatin

Acetylenedicarboxylate

Dimethyl acetylenedicarboxylate

10.1021/jo500144z

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Citations (68)

ChemInform Abstract: A Three‐Component Reaction for the Synthesis of Diverse, Densely Substituted 2′,3′‐Dihydrospiro[indoline‐3,6′‐[1,3]oxazine]s.

ChemInform (2015)

Jing Zhang Hong Gao Jun Sun Chao‐Guo Yan

Abstract A three‐component reaction of N‐arylaldimines with isatin and dialkylacetylene dicarboxylates is developed to yield diastereomeric mixtures of spirocyclic indoline‐oxazine derivatives.

Indoline

Isatin

Diastereomer

Component (thermodynamics)

10.1002/chin.201509122

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Citations (0)

ChemInform Abstract: Selective Synthesis of Fused 1,4‐ and 1,2‐Dihydropyridines by Domino Reactions of Arylamines, Acetylenedicarboxylate, Aldehydes, and Cyclic 1,3‐Diketones.

ChemInform (2012)

Jing Sun Yan Sun Hong Gao Chao‐Guo Yan

Abstract Domino reaction of arylamines (II) and (VI) with acetylenedicarboxylate (I), cyclic β‐dicarbonyl compounds (III) and (VII) and aromatic aldehydes (IV) provides access towards fused 1,4‐dihydropyridine derivatives (V) and (VIII) in moderate yields.

Domino

Acetylenedicarboxylate

Dimethyl acetylenedicarboxylate

Cascade reaction

10.1002/chin.201219157

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Citations (0)

ChemInform Abstract: Neopentyl Ester Protecting Groups for Arylsulfonic Acids.

ChemInform (1997)

John Roberts Hong Gao Ariamala Gopalsamy Azis Kongsjahju Raymond J. Patch

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

10.1002/chin.199720064

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Citations (1)

Synthesis of functionalized 2-pyrrolidinones via domino reactions of arylamines, ethyl glyoxylate and acetylenedicarboxylates

Tetrahedron (2012)

Hong Gao Jing Sun Chao‐Guo Yan

Acetylenedicarboxylate

Pyrrolidinones

Benzoic acid

Domino

Dimethyl acetylenedicarboxylate

Cascade reaction

10.1016/j.tet.2012.11.018

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Citations (49)

The Synthesis of Glycosyl Phosphite-Pt(II) Complexes

Ling Hua Cao Hong Gao Chuan Zhou Yu Ting Liu

Ethylene glycol phosphorochloridite 1 or catechol phosphorochloridite 2 reacted with isopropylidene derivatives of D-glucose, D-galactose, D-mannose and D-fructose, a series of glycosyl phosphites were obtained. These glycosyl phosphites form optically active complexes with simple Pt (ІІ) salts. Pt (II) is coordinated to the phosphorus atom, most of the metal complexes are quite stable.

Catechol

Monosaccharide

Source

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Citations (0)