2008
DOI: 10.1002/ejoc.200800244
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Synthesis and Characterization of Benzannelated Thienyl Oligomers

Abstract: An array of 1,3-diarylbenzo[c]thiophenes have been synthesized by the ring-opening of lactones followed by thionation using Lawesson's reagent with concurrent intramolecular cyclization. Photophysical studies of the various benzo[c]thiophene analogues are presented. The results of a cyclic vol-

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Cited by 34 publications
(15 citation statements)
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“…The lowest-energy band is within the range found for benzo[c]thiophene derivatives [36,37] and can be assigned to a π-π* electronic transition. The main feature of the spectra of the complexes recorded in CHCl 3 is the presence of an intense broad band in the range of 473-478 nm with a band at higher energy (in the range of ca.…”
Section: Synthesis and Spectroscopic Studiessupporting
confidence: 64%
“…The lowest-energy band is within the range found for benzo[c]thiophene derivatives [36,37] and can be assigned to a π-π* electronic transition. The main feature of the spectra of the complexes recorded in CHCl 3 is the presence of an intense broad band in the range of 473-478 nm with a band at higher energy (in the range of ca.…”
Section: Synthesis and Spectroscopic Studiessupporting
confidence: 64%
“…The heteroarylation of 2-bromomethylindole 1c with benzo[b]thiophene at room temperature followed by subsequent thermolysis at 80°C for 1 h led to an inseparable mixture of annulated 535 Scheme 9. Heteroarylation of bromide 1e with 1-(4-methoxyphenyl)-3-(thiophen-2-yl)benzo[c]thiophene (38) [29] at room temperature for 4 h followed by thermolysis at 80°C for 1 h led to the isolation of annulation product 39 in 60 % yield (Scheme 13). Finally, the bisannulation of bromide 40 [30] was performed with m-xylene and p-xylene with the use of ZnBr 2 (4 equiv.)…”
Section: Scheme 1 Phenylation Of Bromomethylindoles 1a-cmentioning
confidence: 98%
“…To a solution of substrate 1e (0.3 g, 0.57 mmol) in dry 1,2-DCE (10 mL) was added ZnBr 2 (0.26 g, 1.15 mmol) and 38 [29] (0.22 g, 0.68 mmol). The reaction mixture was stirred at room temperature for 4 h and then heated at reflux for 1 h under a nitrogen atmosphere.…”
mentioning
confidence: 99%
“…Aromatic or heteroaromatic compounds possessing two carbonyl groups in the ortho‐positions are versatile building blocks for the synthesis of condensed heterocycles such as fused [ c ]furans [14], [ c ]thiophenes [15], [ c ]pyrroles [16], and [ d ]oxazines [17]. We have also studied some properties of the compounds 4 .…”
Section: Resultsmentioning
confidence: 99%