Facile synthesis of 3-aryl 2,3-dihydrobenzofurans via novel domino 1,6-addition/O-alkylation reactions of para-quinone methides

Tetrahedron, Год журнала: 2018, Номер 74(13), С. 1492 - 1496

Опубликована: Фев. 3, 2018

Язык: Английский

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Base-catalyzed controllable reaction of 3-ylideneoxindoles with O-Boc hydroxycarbamates for the synthesis of amidoacrylates and spiroaziridine oxindoles

Organic & Biomolecular Chemistry, Год журнала: 2016, Номер 14(23), С. 5224 - 5228

Опубликована: Янв. 1, 2016

A base-catalyzed divergent reaction of 3-ylideneoxindoles with O-Boc hydroxycarbamates has been developed to provide efficient access various amidoacrylates and spiroaziridine oxindoles generally high yields, which should be potentially useful in drug discovery.

Язык: Английский

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High diastereoselective synthesis of spiro-isoxazolonechromans via domino oxa-Michael/1,6-addition reactions of ortho-hydroxyphenylsubstituted para-quinone methides with unsaturated isoxazolones

Tetrahedron, Год журнала: 2018, Номер 75(5), С. 682 - 687

Опубликована: Дек. 29, 2018

Язык: Английский

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Diversity Oriented Synthesis of Indoloazepinobenzimidazole and Benzimidazotriazolobenzodiazepine from N¹‐Alkyne‐1,2‐diamines

Chemistry - A European Journal, Год журнала: 2015, Номер 21(51), С. 18828 - 18833

Опубликована: Ноя. 3, 2015

Abstract A one‐pot protocol for the diversity oriented synthesis of two N ‐polyheterocycles indoloazepinobenzimidazole and benzimidazotriazolobenzodiazepine from a common 1 ‐alkyne‐1,2‐diamine building block is described. The approach involves sequential formation benzimidazole through cyclocondensation oxidation, which followed by either an azepine ring (through alkyne activation 6‐ endo‐dig cyclization, 1,2‐migration with expansion, re‐aromatization), or diazepine triazole rings 1,3‐dipolar cycloaddition.

Язык: Английский

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Diastereoselective construction of pyrrolo[2,1-a]isoquinoline-based bispirooxindoles through a three-component [3 + 2] cycloaddition

Organic & Biomolecular Chemistry, Год журнала: 2018, Номер 16(33), С. 6025 - 6034

Опубликована: Янв. 1, 2018

An efficient three-component one-pot [3 + 2] cycloaddition of isatins, 1,2,3,4-tetrahydroisoquinolines and methyleneindolinones has been developed. This reaction proceeded in a highly diastereoselective manner to afford wide range pyrrolo[1,2-a]isoquinoline-based bispirooxindoles up 91% yields. Additionally, gram-scale experiment some chemical transformations were conducted.

Язык: Английский

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Construction of bridged cyclic N,O-ketal spirooxindoles through a Michael addition/N,O-ketalization sequence

Organic & Biomolecular Chemistry, Год журнала: 2018, Номер 16(10), С. 1751 - 1759

Опубликована: Янв. 1, 2018

The first highly diastereoselective TfOH-catalyzed Michael addition/N,O-ketalization sequence of 3-aminooxindoles and ortho-hydroxychalcones was achieved, delivering a wide range bridged cyclic N,O-ketal spirooxindoles with complex strained structures in 41-97% yields. Moreover, gram-scale experiment some chemical conversions were conducted to further demonstrate the synthetic value.

Язык: Английский

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An Effective Method for the Synthesis of 1,3‐Dihydro‐2H‐indazoles via N‐N Bond Formation

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 361(24), С. 5552 - 5557

Опубликована: Окт. 25, 2019

Abstract The [4+1] cycloaddition reaction of bifunctional amino reagents has been achieved with in situ formed aza‐ ortho ‐quinone methides. Specifically, N ‐(tosyloxy)carbamates were used as an N1 synthon and for this transformation, which provides a metal‐free, catalyst‐free, oxidant‐free strategy to form nitrogen‐nitrogen bonds. magnified image

Язык: Английский

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A copper-catalyzed tandem reaction for the construction of coumarin fused 9H-pyrrolo[1,2-a]indoles

Organic & Biomolecular Chemistry, Год журнала: 2017, Номер 15(41), С. 8729 - 8737

Опубликована: Янв. 1, 2017

An efficient copper-catalyzed Friedel–Crafts alkylation/cyclization/isomerization sequence of 3-arylcarbonyl coumarins and 3-methyl indole was developed to afford a wide range functionalized coumarin fused 9H-pyrrolo[1,2-a]indoles with 6-6-5-5-6 pentacyclic core.

Язык: Английский

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A FeCl₃-catalyzed highly regioselective 1,2-addition/substitution sequence for the construction of coumarin-substituted bis(indolyl)methanes

Organic & Biomolecular Chemistry, Год журнала: 2016, Номер 14(19), С. 4420 - 4425

Опубликована: Янв. 1, 2016

A FeCl3-catalyzed highly regioselective 1,2-addition/substitution sequence of 3-acetylcoumarins and indoles has been developed to afford hindered tetrasubstituted bis(indolyl)methanes bearing a biologically useful coumarin motif in 56-99% yields.

Язык: Английский

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One‐pot and Environmentally Friendly Synthesis of New Spiroindolones Using Functionalized Multiwall Carbon Nanotubes as Powerful Catalyst

Journal of the Chinese Chemical Society, Год журнала: 2016, Номер 63(5), С. 399 - 403

Опубликована: Апрель 5, 2016

Abstract Multiwall carbon nanotubes were functionalized and then used as powerful nanocatalyst for the one‐pot, three‐component synthesis of new spiroindolones. Functionalized multiwall (FMWCNTs) showed a good catalytic ability recyclability in current reaction. The present strategy offers some interesting advantages such simplicity, high yields products, non‐toxic nature.

Язык: Английский

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