A straightforward approach towards thiazoles and endothiopeptides via Ugi reaction.
نویسندگان
چکیده
Endothiopeptides can easily be obtained via Ugi reaction using thio acids as acid components. If isonitriles with an acetal group are applied, the endothiopeptides can directly be converted into thiazoles using TMSCl-NaI under microwave irradiation.
منابع مشابه
A straightforward approach towards 5-substituted thiazolylpeptides via the thio-Ugi-reaction.
A wide range of 5-substituted thiazoles are easily accessible via cross coupling of thiazolyl triflates. These activated thiazoles can be obtained by Ugi reactions using thioacids (thio-Ugi-reaction) and subsequent cyclisation of the endo thiopeptides formed with triflic anhydride. In addition, cyclisations with acyl halides give rise to 5-acyloxysubstituted derivatives.
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Thio-Ugi reactions are described as an excellent synthetic tool for the synthesis of sterically highly hindered endothiopeptides. S-Methylation and subsequent amidine formation can be carried out in an inter- as well as in an intramolecular fashion. The intramolecular approach allows the synthesis of the bottromycin ring system in a straightforward manner.
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 3 17 شماره
صفحات -
تاریخ انتشار 2005