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Volumn 52, Issue 18, 2011, Pages 2316-2319

Diels-Alder reactions of nitrobenzofurans: A simple dibenzofuran Synthesis. Theoretical studies using DFT methods

Author keywords

Cycloaddition; Dibenzofurans; Dienophile; Nitrofurans

Indexed keywords

1 TRIMETHYLSILYLOXY 1,3 BUTADIENE; 2 NITROBENZOFURAN; 3 NITROBENZOFURAN; DANISHESFKY DIENE; DIBENZOFURAN DERIVATIVE; HETEROCYCLIC COMPOUND; ISOPRENE; UNCLASSIFIED DRUG;

EID: 79953267599     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.02.074     Document Type: Article
Times cited : (19)

References (31)
  • 12
    • 79953269519 scopus 로고    scopus 로고
    • note
    • General Procedure for the thermal reactions of nitrobenzofurans. The temperature, the length of the reaction, and the diene/dienophile ratio were dependent on the starting material and are indicated in Tables 1 and 2. An ampule containing a solution of 1.0 mmol of the dienophile and the required amount of diene in 0.5 ml of dry benzene was cooled in liquid nitrogen, sealed, and then heated in an oil bath. After the reaction time was completed, it was cooled once more in liquid nitrogen and opened. The solution was evaporated and the residue purified by column chromatography on silica gel or alumina using hexane/ethyl acetate mixtures as eluent.
  • 30
    • 79953283601 scopus 로고    scopus 로고
    • note
    • 3 on 300 and 75 MHz FT-spectrometers, respectively, using TMS as the internal standard; GC-MS analyses were performed in an instrument equipped with a PE-5-type column. IR spectra were recorded from NaCl cells. Melting points were observed on a Winkle-Zeiss Gottingen microhot stage and were uncorrected. The silica gel and neutral alumina used for chromatography were 70-230 mesh. The syntheses of 2- and 3-nitrobenzofurans were performed starting from benzofuran adapting a procedure proposed by Katritzky et al. Synthesis 5, 699-706-2008. Other reagents were obtained from commercial sources used as received or purified as required by standard methods.
  • 31
    • 79953287998 scopus 로고    scopus 로고
    • note
    • 2Si 298.4574).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.