IRIS publication 57685683
Synthesis of 3-halo-analogues of HHQ, subsequent cross-coupling and first crystal structure of Pseudomonas quinolone signal (PQS).
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TY - JOUR - McGlacken, Gerard P; McSweeney, Christina M; O'Brien, Timothy; Lawrence, Simon E; Elcoate, Curtis J; Reen, Jerry F; O'Gara, Fergal - 2010 - Unknown - Tetrahedron Letters - Synthesis of 3-halo-analogues of HHQ, subsequent cross-coupling and first crystal structure of Pseudomonas quinolone signal (PQS). - Published - () - 51 - 45 - 5919 - 5921 - 2-Aryl- and 2-alkyl-quinolin-4-ones and their N-substituted derivs. have several important biol. functions such as the Pseudomonas quinolone signal (PQS) mol. participation in quorum sensing. Herein, we report the synthesis of its biol. precursor, 2-heptyl-4-hydroxy-quinoline (HHQ) and possible isosteres of PQS; the C-3 Cl, Br and I analogs. N-Methylation of the iodide was also feasible and the usefulness of this compd. showcased in Pd-catalyzed cross-coupling reactions, thus allowing access to a diverse set of biol. important mols. The first crystal structure of PQS is also included. - 0040-4039 DA - 2010/NaN ER -
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@article{V57685683, = {McGlacken, Gerard P and McSweeney, Christina M and O'Brien, Timothy and Lawrence, Simon E and Elcoate, Curtis J and Reen, Jerry F and O'Gara, Fergal}, = {2010}, = {Unknown}, = {Tetrahedron Letters}, = {Synthesis of 3-halo-analogues of HHQ, subsequent cross-coupling and first crystal structure of Pseudomonas quinolone signal (PQS).}, = {Published}, = {()}, = {51}, = {45}, pages = {5919--5921}, = {{2-Aryl- and 2-alkyl-quinolin-4-ones and their N-substituted derivs. have several important biol. functions such as the Pseudomonas quinolone signal (PQS) mol. participation in quorum sensing. Herein, we report the synthesis of its biol. precursor, 2-heptyl-4-hydroxy-quinoline (HHQ) and possible isosteres of PQS; the C-3 Cl, Br and I analogs. N-Methylation of the iodide was also feasible and the usefulness of this compd. showcased in Pd-catalyzed cross-coupling reactions, thus allowing access to a diverse set of biol. important mols. The first crystal structure of PQS is also included.}}, issn = {0040-4039}, source = {IRIS} }
Data as stored in IRIS
AUTHORS | McGlacken, Gerard P; McSweeney, Christina M; O'Brien, Timothy; Lawrence, Simon E; Elcoate, Curtis J; Reen, Jerry F; O'Gara, Fergal | ||
YEAR | 2010 | ||
MONTH | Unknown | ||
JOURNAL_CODE | Tetrahedron Letters | ||
TITLE | Synthesis of 3-halo-analogues of HHQ, subsequent cross-coupling and first crystal structure of Pseudomonas quinolone signal (PQS). | ||
STATUS | Published | ||
TIMES_CITED | () | ||
SEARCH_KEYWORD | |||
VOLUME | 51 | ||
ISSUE | 45 | ||
START_PAGE | 5919 | ||
END_PAGE | 5921 | ||
ABSTRACT | 2-Aryl- and 2-alkyl-quinolin-4-ones and their N-substituted derivs. have several important biol. functions such as the Pseudomonas quinolone signal (PQS) mol. participation in quorum sensing. Herein, we report the synthesis of its biol. precursor, 2-heptyl-4-hydroxy-quinoline (HHQ) and possible isosteres of PQS; the C-3 Cl, Br and I analogs. N-Methylation of the iodide was also feasible and the usefulness of this compd. showcased in Pd-catalyzed cross-coupling reactions, thus allowing access to a diverse set of biol. important mols. The first crystal structure of PQS is also included. | ||
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ISBN_ISSN | 0040-4039 | ||
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