- Pd(0)-mediated [11C]carbonylation of aryl and heteroaryl boronic acid pinacol esters with [11C]carbon monoxide under ambient conditions and a facile process for the conversion of [carbonyl-11C]esters to [carbonyl-11C]amides
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A new method has been developed for the Pd(0)-mediated [11C]carbonylation of aryl/heteroaryl boronic acid pinacol esters with [11C]carbon monoxide in the presence of p-benzoquinone and triphenylphosphine in a mixture of N,N-dimethylformamide (DMF) and methanol (MeOH) or just MeOH under ambient pressure at 65 °C. This method was used to convert a variety of different aryl/heteroaryl boronates to the corresponding [carbonyl-11C]esters with decay-corrected radiochemical yields in the range of 6-80%. Furthermore, some of these [carbonyl-11C]esters were treated with sodium hydroxide or aqueous ammonium to give the corresponding [carbonyl-11C]carboxylic acids and amides, respectively. This new method was also used to achieve the direct syntheses of [11C]aspirin using water or tetramethylammonium hydroxide as the nucleophile instead of MeOH in DMF.
- Ishii, Hideki,Minegishi, Katsuyuki,Nagatsu, Koutaro,Zhang, Ming-Rong
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Read Online
- CANNABINOID RECEPTOR MODULATORS
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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 cannabinoid (CB) receptors. Methods of treating, managing and/or lessening the diseases, disorders, syndromes or conditions associated with the modulation of cannabinoid (CB) receptors of Formula (I).
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- Palladium-catalyzed carbonylation reactions of aryl bromides at atmospheric pressure: A general system based on xantphos
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(Chemical Equation Presented) A method for the Pd-catalyzed carbonylation of aryl bromides has been developed using Xantphos as the ligand. This method is effective for the direct synthesis of Weinreb amides, 1° and 2° benzamides, and methyl esters from the corresponding aryl bromides at atmospheric pressure. In addition, a putative catalytic intermediate, (Xanphos)Pd(Br)benzoyl, was prepared and an X-ray crystal structure was obtained revealing an unusual cis-coordination mode of Xantphos in this palladium-acyl complex.
- Martinelli, Joseph R.,Watson, Donald A.,Freckmann, Dominique M. M.,Barder, Timothy E.,Buchwald, Stephen L.
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supporting information; experimental part
p. 7102 - 7107
(2009/05/09)
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- NOVEL ANABASEINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF
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Disclosed are novel anabaseine derivatives that act as agonists of the α7 nAChR. Also disclosed are pharmaceutical compositions, methods- of treating inflammatory conditions, methods of treating CNS disorders, methods for inhibiting cytokine release from
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Page/Page column 72
(2010/11/28)
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- A Unified Synthesis of Bifunctional 4-Substituted-1,2,3,4-tetrahydroisoquinoline Derivatives
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Starting from a single, commercially available bromoisoquinoline, convenient (multigram) syntheses of 4-substituted-1,2,3, 4-tetrahydroisoquinoline derivatives have been developed. The compounds thus prepared show suitable substitution patterns for further derivatization and constitute a new family of compounds of potential pharmacological interest.
- Bernabeu, M. Carmen,Diaz, Jose Luis,Jimenez, Oscar,Lavilla, Rodolfo
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p. 137 - 149
(2007/10/03)
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