101 research outputs found

    'Polycondensed heterocycles. Part 12: an approach to the synthesis of 2-acetyl-1'-methyl-1,2,3,4-tetrahydrospiro[isoquinoline-1,4'-pyrrolidine]-2'-one

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    The synthesis of ethyl (2-acetyl-1-cyano-1,2,3,4-tetrahydro-1-isoquinolyl)acetate was accomplished by cyanation/acylation of the dihydroquinoline ring system. The selective cobalt boride catalyzed reduction of the cyano group of the cyanoester intermediate was the key step to obtain the corresponding ethyl (1-aminomethyl-2-acetyl-1,2,3,4-tetrahydro-1-isoquinolyl)acetate which was cyclized by exposure to trimethylaluminum catalysis, leading to the novel spiro-polycondensed heterocyclic system. © 2002 Elsevier Science Ltd. All rights reserved

    A new approach to the protection of 1,2-diols

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    protection, deprotection; carbohydrates; alcohols (acyclic compounds); dioxole derivative

    Divergent synthesis of novel 9-deazaxanthine derivatives via late-stage cross-coupling reactions

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    A small library of 8-substituted 9-deazaxanthines has been prepared by late-stage diversification of an 8-bromo-9-deazaxanthine. By utilizing palladium-catalyzed cross-coupling reactions a single key precursor can be transformed into a variety of 8-substituted-9-deazaxanthine compounds. Three key 8-bromo-9-deazaxanthine intermediates were efficiently prepared from commercially available 6-chlorouracil in six steps
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