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9 results on '"Xinjie Gai"'

2. Synthesis of Triazolo- and Tetrazolo-Tetrahydroisoquinolines and Isoquinolines via Temperature Controlled Palladium Catalyzed Allene/Azide Incorporation/Intramolecular 1,3-Dipolar Cycloaddition Cascades

Author

Ronald Grigg, Xinjie Gai, Saiphon Songarsa, Shuleewan Rajviroongit, and Visuvanathar Sridharan

Subjects
chemistry.chemical_classification, Alkene, Aryl, Allene, Organic Chemistry, chemistry.chemical_element, General Medicine, Biochemistry, Medicinal chemistry, Cycloaddition, Catalysis, chemistry.chemical_compound, chemistry, Intramolecular force, Drug Discovery, Polymer chemistry, 1,3-Dipolar cycloaddition, Triazole derivatives, Organic chemistry, Azide, Palladium
Abstract

A novel palladium catalysed three-component process is described involving an allene, an aryl iodide containing an activated alkene and TMSN 3 . The cascade proceeds via a (π-allyl)palladium species which is intercepted by azide anion followed by stereoselective intramolecular 1,3-dipolar cycloaddition of the organoazide to afford substituted triazolo- and tetrazolo-tetrahydroisoquinolines in good yield. These latter products undergo extrusion of nitrogen to afford isoquinolines at 100 °C.

Published
2005

3. Synthesis of Carbo- and Heterocycles via a Palladium-Catalyzed Allene Insertion—Nucleophile Incorporation—Michael Addition Cascade

Author

John Marchbank, Visuvanathar Sridharan, Ronald Grigg, Ines Köppen, and Xinjie Gai

Subjects
chemistry.chemical_classification, Aryl, Allene, Organic Chemistry, Iodide, chemistry.chemical_element, General Medicine, Biochemistry, Medicinal chemistry, Catalysis, chemistry.chemical_compound, chemistry, Nucleophile, Cascade, Intramolecular force, Yield (chemistry), Drug Discovery, Michael reaction, Organic chemistry, Palladium
Abstract

A novel palladium catalysed three-component cascade process is described involving allenylation of an aryl iodide to generate a (π-allyl)palladium species which is intercepted by a carbon or nitrogen nucleophile followed by intramolecular Michael addition to afford carbo- and heterocycles in good yield.

Published
2003

4. Synthesis of 3-Substituted Isoindolin-1-ones via a Palladium-Catalyzed 3-Component Carbonylation/Amination/Michael Addition Process

Author

Shuleewan Rajviroongit, Lixin Zhang, Visuvanathar Sridharan, Xinjie Gai, Simon Collard, Ronald Grigg, Tossapol Khamnaen, and Ann Keep

Subjects
inorganic chemicals, chemistry.chemical_classification, Component (thermodynamics), Chemistry, Aryl, Organic Chemistry, Aromatic amine, chemistry.chemical_element, General Medicine, Biochemistry, Sulfonamide, Catalysis, chemistry.chemical_compound, Amide, Scientific method, Drug Discovery, Michael reaction, Organic chemistry, Carbonylation, Amination, Palladium
Abstract

A novel palladium-catalysed three component cascade process is described involving carbonylation of an aryl iodide to generate an acyl palladium species which is intercepted by a primary aliphatic/aromatic amine, amide or sulfonamide followed by intramolecular Michael addition to afford 3-substituted isoindolin-1-ones in good yield.

Published
2003

5. Palladium catalysed 3-component cascade synthesis of bis(2-arylallyl) tertiary amines from aryl iodides, allene and primary amines

Author

Xinjie Gai, Ronald Grigg, Simon Collard, and Jayne E. Muir

Subjects
chemistry.chemical_classification, Primary (chemistry), Allene, Aryl, Iodide, Metals and Alloys, chemistry.chemical_element, General Chemistry, Catalysis, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry.chemical_compound, chemistry, Materials Chemistry, Ceramics and Composites, Organic chemistry, Palladium
Abstract

A 3-component cascade synthesis of bis(2-arylallyl) tertiary amines from aryl iodide, allene and primary aliphatic amines is described; chiral amines give analogous products with no detectable racemisation; mixtures of two different aryl iodides can be utilised to give the mixed tertiary amines as the sole, or major, product; the reaction is sensitive to stereoelectronic effects which lead to mono(2-arylallyl) secondary amines.

Published
2002

6. ChemInform Abstract: Pyrazole and Benzothiazole Palladacycles: Stable and Efficient Catalysts for Carbon-Carbon Bond Formation

Author

Visuvanathar Sridharan, Simon Collard, M. Imran Ramzan, Xinjie Gai, Jayne E. Muir, and Ronald Grigg

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, chemistry, Moisture, Benzothiazole, Carbon–carbon bond, Aryl, Polymer chemistry, Thermal stability, General Medicine, Pyrazole, Phosphine, Catalysis
Abstract

Cyclopalladated phosphine free pyrazole complexes 1 and benzothiazole complexes 2 are excellent catalysts for the Heck vinylation of aryl iodides and termolecular queuing cascades, leading to turnover numbers of >106 in some cases, at moderate temperatures; these catalysts show high thermal stability and are not sensitive to moisture and air.

Published
2001

7. ChemInform Abstract: Palladium-Catalyzed Intramolecular Nucleophilic Addition of Allylic Species, Generated from Allene, to Aryl Aldehydes and Ketones

Author

Simon Collard, Ronald Grigg, Jayne E. Muir, and Xinjie Gai

Subjects
chemistry.chemical_compound, Allylic rearrangement, Nucleophilic addition, chemistry, Nucleophile, Aryl, Allene, Intramolecular force, chemistry.chemical_element, Reactivity (chemistry), General Medicine, Medicinal chemistry, Palladium
Abstract

2-Haloaryl aldehydes and ketones react with allene (1 atm) in the presence of 2 mol% of a non-phosphine cyclopalladated catalyst to afford cyclopentenols and cyclohexenols via nucleophilic cyclisation of intermediate π-allylpalladium species. A possible mechanism for this unusual reactivity is suggested.

Published
2000

8. Palladium catalyzed intramolecular nucleophilic addition of allylic species, generated from allene, to aryl aldehydes and ketones

Author

Xinjie Gai, Simon Collard, Ronald Grigg, and Jayne E. Muir

Subjects
Allylic rearrangement, Nucleophilic addition, Allene, Aryl, Metals and Alloys, chemistry.chemical_element, General Chemistry, Medicinal chemistry, Catalysis, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry.chemical_compound, chemistry, Nucleophile, Intramolecular force, Materials Chemistry, Ceramics and Composites, Organic chemistry, Reactivity (chemistry), Palladium
Abstract

2-Haloaryl aldehydes and ketones react with allene (1 atm) in the presence of 2 mol% of a non-phosphine cyclopalladated catalyst to afford cyclopentenols and cyclohexenols via nucleophilic cyclisation of intermediate π-allylpalladium species. A possible mechanism for this unusual reactivity is suggested.

Published
2000

9. Pyrazole and benzothiazole palladacycles: stable and efficient catalysts for carbon–carbon bond formation

Author

Simon Collard, Xinjie Gai, Ronald Grigg, Visuvanathar Sridharan, M. Imran Ramzan, and Jayne E. Muir

Subjects
chemistry.chemical_classification, Moisture, Aryl, Metals and Alloys, General Chemistry, Pyrazole, Catalysis, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry.chemical_compound, Benzothiazole, chemistry, Carbon–carbon bond, Materials Chemistry, Ceramics and Composites, Organic chemistry, Thermal stability, Phosphine
Abstract

Cyclopalladated phosphine free pyrazole complexes 1 and benzothiazole complexes 2 are excellent catalysts for the Heck vinylation of aryl iodides and termolecular queuing cascades, leading to turnover numbers of >106 in some cases, at moderate temperatures; these catalysts show high thermal stability and are not sensitive to moisture and air.

Published
2000

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