Beilstein J. Org. Chem.2010,6, 966–972, doi:10.3762/bjoc.6.108
Yang Li Wentao Gao Institute of Superfine Chemicals, Bohai University, Jinzhou 121000, China 10.3762/bjoc.6.108 Abstract A simple and efficient synthesis of novel 3-(quinolin-2-yl)- and 3,6-bis(quinolin-2-yl)-9H-carbazoles, utilizing sodium ethoxide as a catalyst via a Friedländer condensation
regard, Meesala et al. [30] recently described a short and facile route to the synthesis of new 3,6-bis(pyrazol-4-yl)carbazoles from 3,6-diacetylcarbazoles through a Vilsmeier reaction. Later, Chaitanya et al. [31] reported a new synthesis of 3-(3-nitrochromenyl)carbazoles, 3,6-bis(3-nitrochromenyl
)carbazoles under solvent-free conditions by the reaction of β-nitrovinylcarbazole or bis(β-nitrovinyl)carbazole with salicylaldehydes.
In light of these findings, and in view of the prominent role structural diversity plays in medicinal and combinatorial chemistry, we felt that there was a real need for the
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Graphical Abstract
Scheme 1:
Synthetic route of the title compounds 3a–5c.
Beilstein J. Org. Chem.2010,6, No. 50, doi:10.3762/bjoc.6.50
of nitrogen-based hydrogen bond donor groups such as amides [3][4], ureas [5], pyrroles/indoles/carbazoles [6][7] and sulfonamides [8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23] to complex the anionic targets in a topologically complementary fashion. Sulfonamides are an interesting
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Graphical Abstract
Figure 1:
Structures of thiazine-1,1-dioxide heterocycle (A) and sulfonamide function (B).