Beilstein J. Org. Chem.2015,11, 1000–1007, doi:10.3762/bjoc.11.112
–Knorr cyclization, thus affording tricyclic thieno[2,3-b]indoles.
Keywords: aldol-crotonic condensation; isatin; Lawesson’s reagent; methyl ketones; Paal–Knorr reaction; thieno[2,3-b]indole; Introduction
8H-Thieno[2,3-b]indole is a fused heterocyclic system, which has attracted a considerable
attention of researchers, mainly due to the fact that thieno[2,3-b]indole derivatives exhibit a wide range of biological properties, and can be regarded as promising compounds for agricultural or pharmacological applications. For example, the alkaloid thienodolin [1], isolated from the fermentation mixture
compounds which can be applied in organic optoelectronic materials. Indeed, we have recently reported the synthesis of novel push–pull dyes IK-1,2 based on the thieno[2,3-b]indole ring system, as a donating part of dye-sensitized solar cells [8] (Figure 1). It should be noted that thieno[2,3-b]pyrrole and
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Graphical Abstract
Figure 1:
Natural and synthetic derivatives of thieno[2,3-b]indole.