Tandem cyclization of α-cyano α-alkynyl aryl ketones induced by tert-butyl hydroperoxide and tetrabutylammonium iodide.

Tandem cyclization of α-cyano α-alkynyl aryl ketones induced by tert-butyl hydroperoxide and tetrabutylammonium iodide.

Organic letters (2012-11-30)

Ying-Chieh Wong, Chen-Tso Tseng, Tzu-Ting Kao, Yu-Cheng Yeh, Kak-Shan Shia

PMID23190145

ZUSAMMENFASSUNG

The radical cascade protocol of the α-cyano α-TMS/aryl-capped alkynyl aryl ketones promoted by tert-butyl hydroperoxide under catalysis with tetrabutylammonium iodide in refluxing benzene has been developed, leading to the construction of a variety of highly functionalized [6,6,5] tricyclic frameworks in an efficient manner.

MATERIALIEN

Produktnummer

Marke

Produktbeschreibung

268100

Sigma-Aldrich

Tetrabutylammoniumphosphat monobasisch -Lösung, 1.0 M in H₂O

216143

Sigma-Aldrich

Tetrabutylammoniumfluorid -Lösung, 1.0 M in THF

178780

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, 40 wt. % in H₂O

458139

Sigma-Aldrich

tert-Butylhydroperoxid -Lösung, 70 wt. % in H₂O

230189

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, 1.0 M in methanol

155837

Sigma-Aldrich

Tetrabutylammoniumhydrogensulfat, 97%

86870

Sigma-Aldrich

Tetrabutylammoniumchlorid, ≥97.0% (NT)

86833

Sigma-Aldrich

Tetrabutylammoniumphosphat monobasisch, puriss., 99% (T)

416665

Sigma-Aldrich

tert-Butylhydroperoxid -Lösung, 5.0-6.0 M in decane

86854

Supelco

Tetrabutylammoniumhydroxid -Lösung, ~40% in water, suitable for ion chromatography

426288

Sigma-Aldrich

Tetrabutylammoniumbromid, ACS reagent, ≥98.0%

140775

Sigma-Aldrich

Tetrabutylammoniumiodid, reagent grade, 98%

193119

Sigma-Aldrich

Tetrabutylammoniumbromid, ReagentPlus^®, ≥99.0%

86868

Sigma-Aldrich

Tetrabutylammoniumbisulfat, puriss., ≥99.0% (T)

86885

Sigma-Aldrich

Tetrabutylammoniumperchlorat, ≥95.0% (T)

86853

Supelco

Tetrabutylammoniumbisulfat, suitable for ion pair chromatography, LiChropur^™, ≥99.0%

358665

Sigma-Aldrich

Tetrabutylammoniumcyanid, 95%

86880

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, technical, ~40% in H₂O (~1.5 M)

418064

Sigma-Aldrich

tert-Butylhydroperoxid -Lösung, 5.0-6.0 M in nonane

86890

Sigma-Aldrich

Tetrabutylammoniumiodid, ≥99.0% (AT)

86893

Supelco

Tetrabutylammoniumperchlorat, for electrochemical analysis, ≥99.0%

651664

Sigma-Aldrich

Tetrabutylammonium-Azid

359173

Sigma-Aldrich

Tetrabutylammoniumnitrat, 97%

361399

Sigma-Aldrich

Tetrabutylammoniumfluorid -Lösung, 75 wt. % in H₂O

86857

Supelco

Tetrabutylammoniumbromid, suitable for ion pair chromatography, LiChropur^™, ≥99.0%

86863

Sigma-Aldrich

Tetrabutylammoniumhydroxid -Lösung, 53.5-56.5% in H₂O

72453

Sigma-Aldrich

Tetrabutylammonium-bisulfat -Lösung, ~55% in H₂O

86852

Supelco

Tetrabutylammoniumchlorid, suitable for ion pair chromatography, LiChropur^™, ≥99.0%

462144

Sigma-Aldrich

Tetrabutylammoniumbromid, 50 wt. % in H₂O

98479

Supelco

Tetrabutylammonium-bisulfat -Lösung, suitable for ion pair chromatography, LiChropur^™, concentrate, ampule