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Stereoselective synthesis of ( E )-halomethylidene[1,3]thiazolo[3,2- a ]thieno[3,2- e ]pyrimidinium and analogous [1,3]oxazolo[3,2-
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Abstract
A convenient procedure for the stereoselective synthesis of [1,3]thiazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium halides and analogous [1,3]oxazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium halides
5
and
6
is reported. 2-Propargylthio-3-
R
-thieno[2,3-
d
]pyrimidin-4-ones and 2-propargyloxy-3-
R
-thieno[2,3-
d
]pyrimidin-4-ones were treated with bromine or iodine in AcOH to afford (
E
)-halomethylidene[1,3]thiazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium and (
E
)-halomethylidene-[1,3]oxazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium halides, respectively.
Title: Stereoselective synthesis of (
E
)-halomethylidene[1,3]thiazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium and analogous [1,3]oxazolo[3,2-
Description:
Abstract
A convenient procedure for the stereoselective synthesis of [1,3]thiazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium halides and analogous [1,3]oxazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium halides
5
and
6
is reported.
2-Propargylthio-3-
R
-thieno[2,3-
d
]pyrimidin-4-ones and 2-propargyloxy-3-
R
-thieno[2,3-
d
]pyrimidin-4-ones were treated with bromine or iodine in AcOH to afford (
E
)-halomethylidene[1,3]thiazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium and (
E
)-halomethylidene-[1,3]oxazolo[3,2-
a
]thieno[3,2-
e
]pyrimidinium halides, respectively.
Related Results
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via
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