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A method for the synthesis of 4-substituted azabicyclo[3.2.1]octanes from N -tosyl-2-azabicyclo[3.2.1]octa-3,6-diene, a versatile bicyclic heterocycle not commonly used in medicinal chemistry research, is presented. The method uses bromination, followed by Suzuki coupling, and subsequent reduction and deprotection. The desired 4-substituted azabicyclo[3.2.1]octanes were obtained in moderate to high yields.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Compounds of Formula (I) along with processes for their preparation that are useful for treating, managing and/or lessening the diseases, disorders, syndromes or conditions associated with the modulation of calcium sensing (CaSR) receptors. Methods of treating, managing and/or lessening the diseases, disorders, syndromes or conditions associated with the modulation of calcium sensing (CaSR) receptors of Formula (I).

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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The first catalytic enantioselective total synthesis of (-)-podophyllotoxin is accomplished by a challenging organocatalytic cross-aldol Heck cyclization and distal stereocontrolled transfer hydrogenation in five steps from three aldehydes. Reversal of selectivity in hydrogenation led to the syntheses of other stereoisomers from the common precursor.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A process for synthesizing 7-alkynyl-4-aminoquinazolines from 7-haloquinazolines is disclosed. In one specific synthesis, 4-[N-3-chloro-4-fluorophenyl)]-7- [3-methyl-3-(4-methyl-l-piperazinyl)-l- butynyl]-6-[N-inethyl acrylamide] quinazoline is prepared from 7-chloro-6-nitro-3H-quinazolin-4-one. Also disclosed is an intermediate useful in the syntheses of 7-alkynyl-4-ammoquinaozolines and a process for making the intermediate. The 7-alkynyl-4-aminoquinaozolines prepared by processes of the invention are useful as pharmaceutically active compounds.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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n-Type conjugated polymers were synthesized by using pyromellitic diimide monomers with two different alkyl side chain substitutions as electron-accepting units and benzodithiophene as electron-donating unit via Stille coupling reaction. The obtained polymers were characterized by UV-vis spectroscopy and cyclic voltammetry. The results illustrate that the substituted alkyl side chains 2-ethylhexyl and 2-octyldodecyl have negligible effect on the optical properties of the resulting polymers. The LUMO levels of the polymers located at -3.5 to -3.6 eV. All-polymer bulk heterojunction solar cell with “P3HT” as p-type polymer in standard architecture were fabricated, the cell based on the polymer with 2-octyldodecyl side chain (P2) shows good photovoltaic performance with power conversion efficiency up to 0.47% and a high open circuit voltage of 0.96 V.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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A novel series of 8-amino imidazo[1,2-a]pyrazine derivatives has been developed as inhibitors of the VirB11 ATPase HP0525, a key component of the bacterial type IV secretion system. A flexible synthetic route to both 2- and 3-aryl substituted regioisomers has been developed. The resulting series of imidazo[1,2-a]pyrazines has been used to probe the structure-activity relationships of these inhibitors, which show potential as antibacterial agents.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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An environmentally benign microwave-assisted domino [Pd]-catalyzed reaction, for the efficient and diverse synthesis of 3,3?-disubstituted indolines, oxindoles, and dihydrobenzofurans, is presented. Significantly, water served as the sole green solvent and the strategy displayed an excellent functional-group tolerance. Remarkably, the process was also amenable to unmasked functional groups and furnished the products, in very good to almost quantitative yields.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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Core?shell super-structures were developed via pi-stacking of poly[benzodithiophene-bis(decyltetradecyl-thien) naphthothiadiazole] (PBDT-DTNT) and poly[bis(triiso-propylsilylethynyl) benzodithiophene-bis(decyltetradecyl-thien) naphthobisthiadiazole] (PBDT-TIPS-DTNT-DT) as conductive shells onto carbon nanotubes (CNTs). Structure of conjugated polymers substantially determines their deposition model onto CNTs. Regioregular poly(3-hexyl thiophene) (P3HT) chains with hexyl side chains developed delicate nanofibrils with a base attached to CNT surface. However, PBDT-DTNT and PBDT-TIPS-DTNT-DT complicated conductive polymers with fused and infused thiophenic and benzenic rings preferred to be pi-stacked with a face-on manner onto CNT surface and fabricate shells. Grafting of CNT surface with a polythiophene such as poly(3-dodecyl thiophene) (PDDT) introduced some defects onto the shell structure; because PBDT-DTNT and PBDT-TIPS-DTNT-DT polymers were not able to be pi-deposited onto CNT surface grafted with PDDT. The PDDT grafts were considered as hindrances against the stacking of complicated polymers. The thickness of PBDT-DTNT and PBDT-TIPS-DTNT-DT shells ranged in 10?12 and 5?8 nm, respectively. Higher hindrance of TIPS side structures in PBDT-TIPS-DTNT-DT chains reflected thinner shells. By developing core?shells based on PBDT-TIPS-DTNT-DT and PBDT-DTNT, the conductivity reached 10.11 and 12.15 S/cm, respectively. Donor?acceptor core?shell nano-hybrids were then applied in active layer of photovoltaics. Efficiencies for CNT (core)-PBDT-DTNT (shell) and CNT (core)-PBDT-TIPS-DTNT-DT (shell) were 4.07 and 2.34%, respectively.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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We accomplished the palladium-catalyzed double substitution of 2-haloallylic acetates with nitrogen nucleophiles. During the Pd2(dba)3/DPPE-catalyzed reaction of 2-fluoroallylic acetates with N-substituted-p-toluenesulfonamide, two equivalents of nitrogen nucleophiles were introduced to the allyl unit with a Z-selectivity through the carbon?fluorine bond cleavage. We further demonstrated the reaction of 2-chloroallylic acetates, and succeeded in obtaining the same doubly-substituted products in good yields with a high Z-selectivity.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

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An efficient, palladium-catalyzed, decarboxylative [4 + 2]-cycloaddition of 4-vinyl benzoxazinanones with carboxylic acids has been developed with the employment of P-chiral monophosphorus ligand BI-DIME, affording a series of structurally diverse 3,4-dihydroquinolin-2-ones bearing two contiguous stereogenic centers in moderate to good yields with good to excellent stereoselectivities.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method