- Aryliodoazide synthons: A different approach for diversified synthesis of 2-aminothiazole, 1,3-thiazole, and 1,3-selenazole scaffolds
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Several straightforward and practical processes have been established for the construction of 2-aminothiazoles, 1,3-thiazoles and 1,3-selenazoles from aryliodoazides. These strategies successfully proceed with a wide spectrum of substituted thioamides and its derivatives producing the resulting five-membered heterocycles obtained in satisfactory yields. The unique features of these protocols are operational simplicity and highly functional group tolerance, which make them convenient and practical routes for the preparation of various libraries of 2-aminothiazoles, 1,3-thiazoles, and 1,3-selenazoles.
- Majnooni, Sahar,Duffield, Joseph,Price, Jessica,Khosropour, Ahmad Reza,Zali-Boeini, Hassan,Beyzavi, M. Hassan
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supporting information
p. 516 - 521
(2019/08/01)
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- Synthesis of 1,3-selenazoles and bis(selenazoles) from primary selenocarboxylic amides and selenourea
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The reaction of nitriles with P2Se5 in the presence of EtOH-H2O afforded primary selenocarboxylic amides. The cyclization of these compounds with α-halo ketones afforded a variety of functionalized 1,3-selenazoles. The use of P2Se5 also allowed the convenient synthesis of selenocarboxylic diamides which were transformed into bis(selenazol-2-yl)alkanes ('bis-selenazoles'). A practical method for the synthesis of selenourea was developed. This useful small building block was successfully applied to the synthesis of primary 2-amino-1,3- selenazoles.
- Geisler, Karlheinz,Pfeiffer, Wolf-Diethard,Kuenzler, Andreas,Below, Harald,Bulka, Ehrenfried,Langer, Peter
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p. 875 - 884
(2007/10/03)
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- Efficient synthesis of primary selenocarboxylic amides by reaction of nitriles with phosphorous(V) selenide
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The reaction of nitriles with P2Se5 in the presence of EtOH/H2O afforded a variety of primary selenocarboxylic amides.
- Geisler, Karlheinz,Jacobs, Anke,Künzler, Andreas,Mathes, Manuela,Girrleit, Ilona,Zimmermann, Birgit,Bulka, Ehrenfried,Pfeiffer, Wolf-Diethard,Langer, Peter
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p. 1983 - 1986
(2007/10/03)
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- Hypervalent iodine in synthesis 53: Synthesis of 2,4-disubstituted and 2,4,5-trisubstituted 1,3-selenazoles
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α-Tosyloxylation of ketones with [hydroxy(tosyloxy)iodo]benzene, followed by treatment with primary selenoamides provides a convenient method of synthesis of selenazoles without the use of lachrymatory and toxic α-haloketones. The synthetic method is simple, mild and the yields are higher.
- Zhang,Chen
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p. 1219 - 1222
(2007/10/03)
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